Aluminium lithium hydride → 2-(2,3-dihydro-1H-indol-1-yl)ethan-1-ol

HRID 1599255Notes

Reaction equation

HRID 1599255 reaction equation
[N:1]1([CH2:10][C:11](OC)=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[N:1]1([CH2:10][CH2:11][OH:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 22199910Methyl (2,3-dihydro-1H-indol-1-yl)acetate

Product 1

HCID 232983052-(2,3-dihydro-1H-indol-1-yl)ethan-1-olYield 87.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A procedure similar to that described in Preparation was repeated, except that 780 mg of methyl indolin-1-ylacetate (prepared as described in preparation 8), mg of lithium aluminum hydride and 12 ml of anhydrous tetrahydrofuran were used, to give 580 mg of the title compound having Rf=0.31 (on silica gel thin layer chromatography using a 2:1 by volume mixture of hexane and ethyl acetate as the developing solvent).

Workup

  1. customA procedure similar to that described in Preparation

Sources & evidence

ORD record
ord-29cb5c1c9912439e8882a3b313eb7604
Source dataset
uspto-grants-1998_04
Patent number
US05739345

Reaction notes

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