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Indole → 1H-Indole-1-ethanol

HRID 345694
ノート
印刷プレビュー

反応式

HRID 345694 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[H-].[Na+].[CH2:12]1[O:14][CH2:13]1>CN(C=O)C>[OH:14][CH2:13][CH2:12][N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 798IndoleHCID 6354Ethylene OxideHCID 24758Sodium hydride

生成物 1

HCID 137349961H-Indole-1-ethanol

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

11.7 g of indole in 500 ml of DMF were treated with 4 g of sodium hydride dispersed in mineral oil. After 1 hour the mixture was cooled in an ice bath and 10 ml of ethylene oxide were added. The mixture was allowed to warm to room temperature and was then stirred for 2 hours. The solvent was evaporated and the residue was treated with 50 ml of water and neutralized with 2M hydrochloric acid. The product was extracted into dichloromethane, the solvent was evaporated and the residue was chromatographed with ethyl acetate/petroleum ether to give 7.6 g of 1-(2-hydroxyethyl)indole.

後処理

  1. additiondispersed in mineral oil
  2. temperatureAfter 1 hour the mixture was cooled in an ice bath
  3. customThe solvent was evaporated
  4. additionthe residue was treated with 50 ml of water and neutralized with 2M hydrochloric acid
  5. extractionThe product was extracted into dichloromethane
  6. customthe solvent was evaporated
  7. customthe residue was chromatographed with ethyl acetate/petroleum ether

出典と根拠

ORDレコード
ord-e2bda155152b445b84b8abb4b2d27f90
出典データセット
uspto-grants-1991_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05057614

反応ノート

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