Diethyl Ether → HCID 68822475、化合物

HRID 751196

反応式

HRID 751196 の反応式
[C:1]([Si:5]([CH3:17])([CH3:16])[O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[CH:10]2)([CH3:4])([CH3:3])[CH3:2].Br[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21].C(=O)([O-])[O-].[Cs+].[Cs+].C(OCC)C>CN(C=O)C>[CH2:23]([O:22][C:20](=[O:21])[CH2:19][N:12]1[C:13]2[C:9](=[CH:8][C:7]([O:6][Si:5]([C:1]([CH3:4])([CH3:3])[CH3:2])([CH3:17])[CH3:16])=[CH:15][CH:14]=2)[CH:10]=[CH:11]1)[CH3:24]

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 7748Ethyl bromoacetateHCID 10796Cesium carbonateHCID 222508175-(tert-Butyldimethylsilyloxy)-1H-indole

生成物 1

HCID 68822475HCID 68822475、化合物収率 104%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A suspension of 5-(tert-butyl-dimethyl-silanyloxy)-1H-indole (9.2 g, 37.2 mmol), ethyl bromoacetate (4.79 ml, 40.9 mmol) and cesium carbonate (36.4 g, 111.5 mmol) in DMF (140 ml) was stirred for 3 h at RT. Diethyl ether was added and the mixture was washed with 1N HCl and water, and dried over sodium sulfate. The ether phase was concentrated under reduced pressure to give 12.9 g (quant.) of [5-(tert-butyl-dimethyl-silanyloxy)-indol-1-yl]-acetic acid ethyl ester which was used in the next step without further purification.

後処理

  1. washthe mixture was washed with 1N HCl and water
  2. dry with materialdried over sodium sulfate
  3. concentrationThe ether phase was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-f114a15fa2904497aae4de17a35e5f31
出典データセット
uspto-grants-2008_07
特許番号
US07405236B2

関連ノート

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