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Chemical Structure| 889-31-6 Chemical Structure| 889-31-6

Structure of 889-31-6

Chemical Structure| 889-31-6

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Product Details of [ 889-31-6 ]

CAS No. :889-31-6
Formula : C15H19NO
M.W : 229.32
SMILES Code : CC(C1)(C)CC(NCC2=CC=CC=C2)=CC1=O
MDL No. :MFCD00170309

Safety of [ 889-31-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362

Application In Synthesis of [ 889-31-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 889-31-6 ]

[ 889-31-6 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 17115-51-4 ]
  • [ 889-31-6 ]
  • [ 104-88-1 ]
  • [ 1265632-12-9 ]
YieldReaction ConditionsOperation in experiment
46% at 90℃; for 15h;Neat (no solvent); Aldehyde 1 (1 mmol), dihydrothiophen-3(2H)-one-1,1-dioxide 2 (0.134 g, 1 mmol), enaminone 3 (1 mmol) and were triturated together in an agate mortar for 5 minutes. Then the mixture was kept at 90 C for a certain time (monitored by TLC). The result mixture was washed with water and recrystallized from ethanol (95 %) to give pure product 4.
  • 2
  • [ 17115-51-4 ]
  • [ 889-31-6 ]
  • [ 1122-91-4 ]
  • [ 1265632-13-0 ]
YieldReaction ConditionsOperation in experiment
52% at 90℃; for 14h;Neat (no solvent); Aldehyde 1 (1 mmol), dihydrothiophen-3(2H)-one-1,1-dioxide 2 (0.134 g, 1 mmol), enaminone 3 (1 mmol) and were triturated together in an agate mortar for 5 minutes. Then the mixture was kept at 90 C for a certain time (monitored by TLC). The result mixture was washed with water and recrystallized from ethanol (95 %) to give pure product 4.
  • 3
  • [ 889-31-6 ]
  • [ 762-42-5 ]
  • [ 100-46-9 ]
  • [ 873-95-0 ]
  • [ 73549-66-3 ]
YieldReaction ConditionsOperation in experiment
70% With tert.-butylhydroperoxide; copper diacetate; In water; at 30℃; for 12h; General procedure: A mixture of N-benzyl enaminoketone (1.0 mmol), di-alkylacetylenedicarboxylate (1.0 mmol), benzyl amine (1.0 mmol), Cu(OAc)2 (8 mol%) and TBHP (4.0 mmol, 0.56 mL of a 70% aqueous solution) in water (0.5 mL) was stirred at 30 C for 12 h under air. The reaction progress was monitored by TLC. After completion of the reaction, the solid was filtrated out and washed with hot ethyl acetate. Finally the solvent of the filtrate was removed under vacuum and the resulting crude product was purified by column chromatography over 60-120 mesh silica gel [ethyl acetate/petroleum ether (60-80 C)].
  • 4
  • [ 889-31-6 ]
  • [ 100-46-9 ]
  • [ 762-21-0 ]
  • [ 873-95-0 ]
  • 1-benzyl-4-hydroxy-5-oxo-2-phenyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
62% With tert.-butylhydroperoxide; copper diacetate; In water; at 30℃; for 12h; General procedure: A mixture of N-benzyl enaminoketone (1.0 mmol), di-alkylacetylenedicarboxylate (1.0 mmol), benzyl amine (1.0 mmol), Cu(OAc)2 (8 mol%) and TBHP (4.0 mmol, 0.56 mL of a 70% aqueous solution) in water (0.5 mL) was stirred at 30 C for 12 h under air. The reaction progress was monitored by TLC. After completion of the reaction, the solid was filtrated out and washed with hot ethyl acetate. Finally the solvent of the filtrate was removed under vacuum and the resulting crude product was purified by column chromatography over 60-120 mesh silica gel [ethyl acetate/petroleum ether (60-80 C)].
  • 5
  • [ 889-31-6 ]
  • [ 762-21-0 ]
  • [ 104-84-7 ]
  • 4-hydroxy-1-(4-methylbenzyl)-5-oxo-2-phenyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester [ No CAS ]
  • [ 873-95-0 ]
YieldReaction ConditionsOperation in experiment
63% With tert.-butylhydroperoxide; copper diacetate; In water; at 30℃; for 12h; General procedure: A mixture of N-benzyl enaminoketone (1.0 mmol), di-alkylacetylenedicarboxylate (1.0 mmol), benzyl amine (1.0 mmol), Cu(OAc)2 (8 mol%) and TBHP (4.0 mmol, 0.56 mL of a 70% aqueous solution) in water (0.5 mL) was stirred at 30 C for 12 h under air. The reaction progress was monitored by TLC. After completion of the reaction, the solid was filtrated out and washed with hot ethyl acetate. Finally the solvent of the filtrate was removed under vacuum and the resulting crude product was purified by column chromatography over 60-120 mesh silica gel [ethyl acetate/petroleum ether (60-80 C)].
  • 6
  • [ 889-31-6 ]
  • [ 5763-61-1 ]
  • [ 762-21-0 ]
  • 1-(3,4-dimethoxybenzyl)-4-hydroxy-5-oxo-2-phenyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester [ No CAS ]
  • [ 873-95-0 ]
YieldReaction ConditionsOperation in experiment
63% With tert.-butylhydroperoxide; copper diacetate; In water; at 30℃; for 12h; General procedure: A mixture of N-benzyl enaminoketone (1.0 mmol), di-alkylacetylenedicarboxylate (1.0 mmol), benzyl amine (1.0 mmol), Cu(OAc)2 (8 mol%) and TBHP (4.0 mmol, 0.56 mL of a 70% aqueous solution) in water (0.5 mL) was stirred at 30 C for 12 h under air. The reaction progress was monitored by TLC. After completion of the reaction, the solid was filtrated out and washed with hot ethyl acetate. Finally the solvent of the filtrate was removed under vacuum and the resulting crude product was purified by column chromatography over 60-120 mesh silica gel [ethyl acetate/petroleum ether (60-80 C)].
  • 7
  • [ 10269-01-9 ]
  • [ 889-31-6 ]
  • [ 762-42-5 ]
  • 1-(3-bromobenzyl)-4-hydroxy-5-oxo-2-phenyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid methyl ester [ No CAS ]
  • [ 873-95-0 ]
YieldReaction ConditionsOperation in experiment
68% With tert.-butylhydroperoxide; copper diacetate; In water; at 30℃; for 12h; General procedure: A mixture of N-benzyl enaminoketone (1.0 mmol), di-alkylacetylenedicarboxylate (1.0 mmol), benzyl amine (1.0 mmol), Cu(OAc)2 (8 mol%) and TBHP (4.0 mmol, 0.56 mL of a 70% aqueous solution) in water (0.5 mL) was stirred at 30 C for 12 h under air. The reaction progress was monitored by TLC. After completion of the reaction, the solid was filtrated out and washed with hot ethyl acetate. Finally the solvent of the filtrate was removed under vacuum and the resulting crude product was purified by column chromatography over 60-120 mesh silica gel [ethyl acetate/petroleum ether (60-80 C)].
  • 8
  • [ 889-31-6 ]
  • [ 762-42-5 ]
  • [ 108-44-1 ]
  • 4-hydroxy-5-oxo-2-phenyl-1-m-tolyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid methyl ester [ No CAS ]
  • [ 873-95-0 ]
YieldReaction ConditionsOperation in experiment
68% With tert.-butylhydroperoxide; copper diacetate; In water; at 30℃; for 12h; General procedure: A mixture of N-benzyl enaminoketone (1.0 mmol), di-alkylacetylenedicarboxylate (1.0 mmol), aryl or alkyl amine (1.0 mmol), Cu(OAc)2 (8 mol%) and TBHP (4.0 mmol, 0.56 mL of a 70% aqueous solution) in water (0.5 mL) was stirred at 30 C for 12 h under air. The reaction progress was monitored by TLC. After completion of the reaction, the solid was filtrated out and washed with hot ethyl acetate. Finally the solvent of the filtrate was removed under vacuum and the resulting crude product was purified by column chromatography over 60-120 mesh silica gel [ethyl acetate/ petroleum ether (60-80 C)].
  • 9
  • [ 889-31-6 ]
  • [ 106-47-8 ]
  • [ 762-21-0 ]
  • 1-(4-chlorophenyl)-4-hydroxy-5-oxo-2-phenyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester [ No CAS ]
  • [ 873-95-0 ]
YieldReaction ConditionsOperation in experiment
60% With tert.-butylhydroperoxide; copper diacetate; In water; at 30℃; for 12h; General procedure: A mixture of N-benzyl enaminoketone (1.0 mmol), di-alkylacetylenedicarboxylate (1.0 mmol), aryl or alkyl amine (1.0 mmol), Cu(OAc)2 (8 mol%) and TBHP (4.0 mmol, 0.56 mL of a 70% aqueous solution) in water (0.5 mL) was stirred at 30 C for 12 h under air. The reaction progress was monitored by TLC. After completion of the reaction, the solid was filtrated out and washed with hot ethyl acetate. Finally the solvent of the filtrate was removed under vacuum and the resulting crude product was purified by column chromatography over 60-120 mesh silica gel [ethyl acetate/ petroleum ether (60-80 C)].
 

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