Sodium Bicarbonate → (2S)-2-(4-trifluoromethylphenylthiomethyl)-pyrrolidine

HRID 1603378노트

반응식

HRID 1603378 반응식
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][S:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=1)=O)(C)(C)C.C(=O)(O)[O-].[Na+]>FC(F)(F)C(O)=O>[F:24][C:21]([F:22])([F:23])[C:18]1[CH:17]=[CH:16][C:15]([S:14][CH2:13][C@@H:9]2[CH2:10][CH2:11][CH2:12][NH:8]2)=[CH:20][CH:19]=1

참가 물질

4

반응물 2

HCID 516892Sodium BicarbonateHCID 69338860N-tert-butyloxycarbonyl-(2S)-2-(4-trifluoromethylphenylthiomethyl)-pyrrolidine

생성물 1

HCID 57133071(2S)-2-(4-trifluoromethylphenylthiomethyl)-pyrrolidine수율 30.2%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

A solution of 2.55 g of N-tert-butyloxycarbonyl-(2S)-2-(4-trifluoromethylphenylthiomethyl)-pyrrolidine in 5.64 ml of trifluoroacetic acid is stirred for 1 hour at 0° C. and then for 3.5 hours at room temperature. The reaction mixture is poured onto 10% sodium bicarbonate solution, extracted with ethyl acetate, washed twice with 2 M hydrochloric acid, the water phase is extracted with ether, made basic with sodium bicarbonate, extracted three times with ethyl acetate, washed with common salt solution, dried on sodium sulfate and concentrated by evaporation. 557 mg of (2S)-2-(4-trifluoromethylphenylthio-methyl)-pyrrolidine is obtained.

후처리

  1. extractionextracted with ethyl acetate
  2. washwashed twice with 2 M hydrochloric acid
  3. extractionthe water phase is extracted with ether
  4. extractionextracted three times with ethyl acetate
  5. washwashed with common salt solution
  6. customdried on sodium sulfate
  7. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-2deb935ca80a4f7b81a589a553f81295
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05986115

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