Aluminium lithium hydride → (2s)-2-(Biphenyl-4-yloxy)propan-1-ol

HRID 379965Notes

Reaction equation

HRID 379965 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:12]=[CH:11][C:10]([O:13][C@@H:14]([CH3:20])[C:15](OCC)=[O:16])=[CH:9][CH:8]=1>O1CCCC1>[C:7]1([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:8]=[CH:9][C:10]([O:13][C@@H:14]([CH3:20])[CH2:15][OH:16])=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 71354156(2S)-2-(Biphenyl-4-yloxy)propanoic acid, ethyl ester

Product 1

HCID 57166864(2s)-2-(Biphenyl-4-yloxy)propan-1-ol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared according to the method described in Example 1b) from lithium aluminium hydride (41.9 ml, 1.0M solution in ether) and solution (2S)-2-(biphenyl-4-yloxy)propanoic acid, ethyl ester (11.3 g, Example 2a)) in dry tetrahydrofuran (200 ml) at 0° C. The sub-title compound obtained after work-up was used directly without further purification (9.52 g).

Workup

  1. customPrepared
  2. customat 0° C

Sources & evidence

ORD record
ord-305a614b541143e2abd114761b04c157
Source dataset
uspto-grants-2001_10
Patent number
US06300352B1

Reaction notes

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