Dimethylformamide → benzyl (S)-1-ethylpyrrolidine-3-carboxylate

HRID 928053노트

반응식

HRID 928053 반응식
[CH2:1](Br)[CH3:2].FC(F)(F)C(O)=O.[NH:11]1[CH2:15][CH2:14][C@H:13]([C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:17])[CH2:12]1.C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>O>[CH2:1]([N:11]1[CH2:15][CH2:14][C@H:13]([C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:17])[CH2:12]1)[CH3:2]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 6332Ethyl Bromide3회HCID 11430Potassium CarbonateHCID 86713356(S)-Benzyl pyrrolidine-3-carboxylate trifluoroacetic acid salt2회

생성물 1

HCID 71006998benzyl (S)-1-ethylpyrrolidine-3-carboxylate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Ethyl bromide (0.21 mL) was added to a mixture of benzyl (S)-pyrrolidine-3-carboxylate trifluoroacetic acid salt (Intermediate 191, 0.897 g), potassium carbonate (0.971 g) and DMF (10 mL) at room temperature and the mixture was stirred for 25 hours. Further ethyl bromide (0.11 mL) was added and stirring was continued for 24 hours. Further ethyl bromide (0.05 mL) was added and stirring was continued for 22 hours. The resultant mixture was diluted with water and extracted with diethyl ether, washed with brine, dried (Na2SO4) and filtered. The filtrate was concentrated in vacuo to give benzyl (S)-1-ethylpyrrolidine-3-carboxylate (0.563 g).

후처리

  1. stirringstirring
  2. waitwas continued for 24 hours
  3. stirringstirring
  4. waitwas continued for 22 hours
  5. extractionextracted with diethyl ether
  6. washwashed with brine
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered
  9. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-3ddb63a8d0a4455cbeec8d21f1bd43dc
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290472B2

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