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

HRID 54524

반응식

HRID 54524 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2da6b86adf064be687ad7b5c0bee226d
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05622969

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