Ethyl 4-bromobutyrate → Ethyl 4-(3-benzyloxycarbonyl-1-indolyl)-butyrate

HRID 260833노트

반응식

HRID 260833 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:11])=[CH:2]1.Br[CH2:21][CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25].CC(C)([O-])C.[K+]>CN(C)C=O>[CH2:13]([O:12][C:10]([C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[N:1]([CH2:21][CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:2]=1)=[O:11])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

참가 물질

5

반응물 3

HCID 76300Ethyl 4-bromobutyrateHCID 8605861benzyl 1H-indole-3-carboxylateHCID 23665647Potassium tert-butoxide

생성물 1

HCID 22400494Ethyl 4-(3-benzyloxycarbonyl-1-indolyl)-butyrate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

A mixture of benzyl indole-3-carboxylate, ethyl 4-bromobutyrate and potassium t-butoxide in N,N-dimethylformamide was stirred at 50° C. for 4 hours. After insoluble materials were filtered off, the filtrate was diluted with ethyl acetate, and washed with diluted hydrochloric acid and water, dried over magnesium sulfate and concentrated. The concentrate was chromatographed on a silica gel column to give the object compound.

후처리

  1. filtrationAfter insoluble materials were filtered off
  2. additionthe filtrate was diluted with ethyl acetate
  3. washwashed with diluted hydrochloric acid and water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customThe concentrate was chromatographed on a silica gel column
  7. customto give the object compound

출처 및 근거

ORD 기록
ord-bea85c6851bd439881b44c9c5a4c9fcc
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05530019

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