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Chemical Structure| 68064-69-7 Chemical Structure| 68064-69-7

Structure of 68064-69-7

Chemical Structure| 68064-69-7

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Product Details of [ 68064-69-7 ]

CAS No. :68064-69-7
Formula : C12H10Cl2O3
M.W : 273.11
SMILES Code : CC(/C(C(OC)=O)=C/C1=CC=CC(Cl)=C1Cl)=O

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Application In Synthesis of [ 68064-69-7 ]

* 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 [ 68064-69-7 ]

[ 68064-69-7 ] Synthesis Path-Downstream   1~2

  • 1
  • ethyl aminocrotonate [ No CAS ]
  • [ 68064-69-7 ]
  • [ 72509-76-3 ]
YieldReaction ConditionsOperation in experiment
86% In isopropyl alcohol; for 12h;Heating / reflux; To a suspension of benzylidene from step I (125.9 g, 0.46 mol) in isopropanol (600 mL) is added ethyl aminocrotonate (71.5 g, 0.55 mol). The reaction mixture is heated under reflux for 12 hours. Isopropanol is distilled and heptanes (400 mL) is added. The resulting solid is filtered and washed with heptanes. After drying 151.9 g (86%) felodipine is obtained as pale yellow solid with a purity of 99.6% (a/a). Melting range: 142-144 C. (corrected). 1H NMR (300 MHz, CDCl3): ?=7.30 (1H, dd); 7.24 (1H, dd); 7.06 (1H, at); 5.84 (1H, s); 5.46 (1H, s); 4.07 (2H, q); 3.61 (3H, s); 2.31 (3H, s); 2.29 (3H, s); 1.18 (3H, t); 13C NMR (75 MHz, CDCl3): ?=168.1; 167.6; 148.3; 144.5; 144.4; 132.9; 131.2; 129.9; 128.4; 127.2; 104.0; 103.6; 60.0; 51.1; 38.8; 19.7; 19.6; 14.5.
  • 2
  • [ 626-34-6 ]
  • [ 68064-69-7 ]
  • [ 72509-76-3 ]
YieldReaction ConditionsOperation in experiment
at 25 - 30℃; for 11h;Product distribution / selectivity; Methyl ester of 2,3-dichloro-benzylidiene intermediate (50.0 g, 0.18 mol) was charged in a well equipped reaction assembly followed by the addition of ethyl-3-amino crotonate (28.5 g, 0.22 mol) at 25- 30C.Reacton mass was stirred at same temperature with simultaneous monitoring of the reaction for 11 hours. This reaction mass was then charged with (150 ml toluene) and 150 ml of heptane under stirring at 25-30C. Contents were cooled to 10-15C for another 30 minutes. Felodipine so obtained was filtered off washed with mixture of methyl tert-butyl ether and heptanes. Felodipine was dried under vacuum. Yield obtained was: 58 g with HPLC purity of 98.5%.
 

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