Water → L-Prolinanilide

HRID 2186475노트

반응식

HRID 2186475 반응식
C([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]([NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:14])(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O.O>C(Cl)Cl>[C:16]1([NH:15][C:13]([C@@H:9]2[CH2:10][CH2:11][CH2:12][NH:8]2)=[O:14])[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 10606626HCID 10606626, 화합물

생성물 1

HCID 6552381L-Prolinanilide수율 56%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (S)-(+)-N-Boc-2-phenylaminocarbonylpyrrolidine (1.1 g, 3.8 mmol) in 5 mL of CH2Cl2 at 0° C. was added 5 mL of TFA dropwise over 1 hour. The solution was warmed to room temperature and stirred for 1.5 hours. To the reaction mixture was added 100 mL of water and the aqueous layer was washed with EtOAc. The aqueous layer was then made basic with 30 mL of 10% NaOH and extracted therein with 20 mL EtOAc. The organic layer was then dried over Na2SO4, filtered and concentrated under reduced pressure to give a white solid (0.40 g, 56%). ES (+) MS m/e=191 (M+H).

후처리

  1. washthe aqueous layer was washed with EtOAc
  2. extractionextracted
  3. dry with materialThe organic layer was then dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-768dd623eea847aaa1d8a5ac10ea0370
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06403792B1

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