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ChemicalBook CAS DataBase List (2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile
207557-35-5

(2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile synthesis

12synthesis methods
-

Yield:207557-35-5 92%

Reaction Conditions:

Stage #1:chloroacetyl chloride;L-prolinamide with potassium carbonate in acetonitrile at 0 - 15;
Stage #2: with trifluoroacetic anhydride at 0 - 15;

Steps:


A process for the preparation of (S) -l_ (2-chloroacetylchloride) -2-cyanopyrrolidine, comprising the steps of: dissolving L-prolinamide (2 (0.17511101) Potassium carbonate (488,0.348111 0 1)To 4001 ^ acetonitrile, 0-15 ° (: stirring slowly dropping 16mL (0.2lmo 1)Chloroacetyl chloride (drop time 2-3 hours), after the completion of dropping, stirring room temperature overnight, TLC plate anti-Should be completely, the suction filter, the filtrate 0_15 ° C stirring drop 13.4111 to 0.094111 011 44, after the completion of the drop, 25 ° (: under stirringAfter overnight, the TLC plates were allowed to react completely, spin-dried, and then 20 mL of ethyl acetate was added to the kettle to carry excess TFAA,The residue was dissolved in 150 mL of ethyl acetate, the pH was adjusted to 8 with sodium carbonate solution, and the organic phase was washed with saturated brine,Dried over anhydrous sodium sulfate, filtered and dried to give an oil which was allowed to stand overnight and solidify (if not solidified,Seed crystal) as a light brown solid (Compound 2) in a yield of 92%.

References:

Tianjin Minxiang Biomedical Co., Ltd;Liu, Wanli;Cao, Hui;Yu, Ruilin;Chen, Xin;Ji, Jinhua CN106045891, 2016, A Location in patent:Paragraph 0046; 0047-0049

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