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Chemical Structure| 1971-49-9 Chemical Structure| 1971-49-9

Structure of 1971-49-9

Chemical Structure| 1971-49-9

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Product Details of [ 1971-49-9 ]

CAS No. :1971-49-9
Formula : C10H7NO3
M.W : 189.17
SMILES Code : O=C(N1C(C)=O)C2=CC=CC=C2C1=O
MDL No. :MFCD00023054
InChI Key :INZUQGFQRYAKQQ-UHFFFAOYSA-N
Pubchem ID :243267

Safety of [ 1971-49-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 1971-49-9 ]

* 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 [ 1971-49-9 ]

[ 1971-49-9 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 1971-49-9 ]
  • [ 104-94-9 ]
  • [ 2142-04-3 ]
YieldReaction ConditionsOperation in experiment
72% With triethylamine; In dichloromethane; at 20℃;Inert atmosphere; In a flame-dried, nitrogen purged100 mL round-bottom flask equipped with magnetic stir bar at room temperaturewere placed N-acyl phthalimide (1.00g, 5.29 mmol), CH2Cl2 (25 mL), and p-anisadine (0.717 g , 5.82 mmol). The resulting mixture was allowed to stirovernight then treated with 1M HCl (50 mL) twice, a saturated brine solution(100 mL) and then dried over anhydrous MgSO4. Solvents were removed in vacuo. The crude material was purified by flash columnchromatography (hexanes: EtOAc, 9:1) to yield 0.539 g (62%) of the amideproduct 14 as a white solid and0.0971 g (7%) of the protected amine 15as a yellow solid. With0.1 equivalent of triethylamine:Reaction conditions exactly the same as above exceptthere was an addition of TEA (0.07 mL, 5.82 mmol). The crude product was recrystallized to yield0.885 g (66%) of the protected amine as a yellow solid. With 1.0 equivalents oftriethylamine: Reactionconditions exactly the same as above except there was an addition oftriethylamine (0.74 mL, 5.82 mmol). Thecrude product was recrystallized to yield 0.964 g (72%) of the protected amineas a yellow soli72d.
  • 2
  • [ 1971-49-9 ]
  • [ 104-94-9 ]
  • [ 51-66-1 ]
  • [ 2142-04-3 ]
YieldReaction ConditionsOperation in experiment
62%; 7% In dichloromethane; at 20℃;Inert atmosphere; In a flame-dried, nitrogen purged100 mL round-bottom flask equipped with magnetic stir bar at room temperaturewere placed N-acyl phthalimide (1.00g, 5.29 mmol), CH2Cl2 (25 mL), and p-anisadine (0.717 g , 5.82 mmol). The resulting mixture was allowed to stirovernight then treated with 1M HCl (50 mL) twice, a saturated brine solution(100 mL) and then dried over anhydrous MgSO4. Solvents were removed in vacuo. The crude material was purified by flash columnchromatography (hexanes: EtOAc, 9:1) to yield 0.539 g (62%) of the amideproduct 14 as a white solid and0.0971 g (7%) of the protected amine 15as a yellow solid.
  • 3
  • [ 1971-49-9 ]
  • [ 107-75-5 ]
  • 1-(1,3-dioxoisoindolin-2-yl)-7-hydroxy-3,7-dimethyloctyl acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With potassium phtalimide; sodium iodide; In ethyl acetate; acetonitrile; at 20℃; for 24h;Molecular sieve; General procedure: Aldehyde (2 equiv) was added to a mixture of N-acyl phthalimide (1 equiv), potassium phthalimide (20 mg, 0.11 mmol, 0.2 equiv), NaI (16 mg, 0.11 mmol, 0.2 equiv), 4 A MS (100 mg), MeCN (0.53 mL), and EtOAc (0.53 mL) at room temperature with stirring. After 24 h, the mixture was diluted in Et2O, and sequentially washed with satd aq NH4Cl (1×), 1 M aq NaOH (3×), and brine (1×). The organic phase was dried (MgSO4) and concentrated. The crude material was purified by normal phase flash chromatography using a mixture of hexanes/EtOAc eluent.
 

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