Methyl indole-7-carboxylate → (1H-indol-7-yl)methanol

HRID 54524ノート

反応式

HRID 54524 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][C:14]=2[C:16](OC)=[O:17])[CH:9]=[CH:8]1>O1CCCC1>[NH:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][C:14]=2[CH2:16][OH:17])[CH:9]=[CH:8]1

参加物

4

反応物 2

HCID 676694Methyl indole-7-carboxylateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 2773460(1H-indol-7-yl)methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Solid lithium aluminum hydride (1.0 g) is added in portions over 1 hour to a stirred solution of methyl 7-indolecarboxylate (6.7 g) in tetrahydrofuran (100 ml). The mixture was stirred for a further 2 hours then excess lithium aluminum hydride was destroyed by addition of acetic acid, the mixture is diluted with aqueous sodium hydroxide and extracted with ethyl acetate. The extract is dried and evaporated and the residue is chromatographed on silica in ethyl acetate-hexane (1:9 to 1:2) to give the product.

後処理

  1. customexcess lithium aluminum hydride was destroyed by addition of acetic acid
  2. additionthe mixture is diluted with aqueous sodium hydroxide
  3. extractionextracted with ethyl acetate
  4. customThe extract is dried
  5. customevaporated
  6. customthe residue is chromatographed on silica in ethyl acetate-hexane (1:9 to 1:2)
  7. customto give the product

出典と根拠

ORDレコード
ord-2da6b86adf064be687ad7b5c0bee226d
出典データセット
uspto-grants-1997_04
特許番号
US05622969

反応ノート

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