1-Butanaminium, N,N,N-tributyl-, fluoride, hydrate → (5-Hydroxy-indol-1-yl)-acetic acid ethyl ester

HRID 751197

反応式

HRID 751197 の反応式
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([O:15][Si](C(C)(C)C)(C)C)=[CH:12][CH:13]=2)[CH:8]=[CH:7]1)[CH3:2].O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1.C(OCC)C>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][C:11]([OH:15])=[CH:12][CH:13]=2)[CH:8]=[CH:7]1)[CH3:2]

参加物

5

反応物 2

HCID 162116731-Butanaminium, N,N,N-tributyl-, fluoride, hydrateHCID 68822475HCID 68822475、化合物

生成物 1

HCID 57675474(5-Hydroxy-indol-1-yl)-acetic acid ethyl ester収率 83.2%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To an ice cold solution of [5-(tert-butyl-dimethyl-silanyloxy)-indol-1-yl]-acetic acid ethyl ester (12.9 g, 38.7 mmol) in THF (130 ml) was added tetrabutylammonium fluoride hydrate (12.5 g, 38.7 mmol). The reaction mixture was stirred for 1 h at RT, diluted with diethyl ether and washed with 1N HCl and water. Evaporation of the solvent under reduced pressure gave 7.07 g (32.2 mmol, 83%) (5-hydroxy-indol-1-yl)-acetic acid ethyl ester.

後処理

  1. washwashed with 1N HCl and water
  2. customEvaporation of the solvent under reduced pressure

出典と根拠

ORDレコード
ord-aeb47a2804d746b88049c024f3a62655
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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