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

HRID 260833ノート

反応式

HRID 260833 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bea85c6851bd439881b44c9c5a4c9fcc
出典データセット
uspto-grants-1996_06
特許番号
US05530019

反応ノート

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