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ChemicalBook CAS DataBase List 4-Pentenamide, 5-chloro-N,N-dimethyl-2-(1-methylethyl)-, (2S,4E)-
324519-68-8

4-Pentenamide, 5-chloro-N,N-dimethyl-2-(1-methylethyl)-, (2S,4E)- synthesis

7synthesis methods
-

Yield:324519-68-8 960 g

Reaction Conditions:

Stage #1:(S)-(4E)-5-chloro-2-isopropyl-4-pentenoic acid with oxalyl dichloride in dichloromethane at -20 - 20; for 5 h;Large scale;
Stage #2:N,N-dimethylammonium chloride with triethylamine in dichloromethane at -10 - 20; for 2.5 h;Large scale;

Steps:

14.c.3
(3), formula (II - S) (1140g, 6.45 mol) is added to dichloromethane (4L) in, lowering the temperature to -20 °C, slow instillment oxalyl chloride (575 ml, 6 . 77 μM), to maintain the temperature of the reaction solution does not exceed 0 °C, and for 0 °C stirring reaction 2h. Raising the temperature to room temperature, then the stirring reaction 3h. The reaction the fluid turns on lathe steam to dry, the residue is dissolved in dichloromethane (1.5L) dissolved, for use. The dimethylamine hydrochloride (685g, 8.4 μM) added to dichloromethane (3L) in, lowering the temperature to -10 °C, dropwise triethylamine (2.69L), to maintain the temperature of the reaction solution does not exceed 0 °C, after finishing feeding and with the 0 °C stirring 30min. The again instillment preparation of the solution, maintaining the temperature of the reaction solution does not exceed 5 °C. After dropping, slow heating to room temperature, continuing to stir 3h. TLC monitoring raw material the reaction is complete. The reaction the fluid turns on lathe steam to dry, then ethyl acetate (5L) dissolved, orderly by distilled water (3L), 2N HCl solution (4L), saturated Na2CO3 aqueous solution (2L), saturated salt aqueous solution (2L) washing, then with anhydrous sodium sulfate drying, steaming and to crude job 1140g, by distillation purification results in the type (the II) a compound represented by the 960 g

References:

Borui Bio-pharmaceutical (Suzhou) Co., Ltd.;Yuan Jiandong;Liu Wei;Ma Shimin CN104058990, 2017, B Location in patent:Paragraph 0125; 0128

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4-Pentenamide, 5-chloro-N,N-dimethyl-2-(1-methylethyl)-, (2S,4E)- Related Search:

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