Sodium borohydride → HCID 57055044, compound

HRID 380049Notes

Reaction equation

HRID 380049 reaction equation
[Br:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C@@H:7]([CH2:12][CH3:13])[C:8](OC)=[O:9])=[CH:4][CH:3]=1.[BH4-].[Na+]>C(O)C>[Br:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C@@H:7]([CH2:12][CH3:13])[CH2:8][OH:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 15744155HCID 15744155, compound

Product 1

HCID 57055044HCID 57055044, compoundYield 77.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared according to the method described in Example 4b) from (2S)-2-(4-bromophenoxy)butanoic acid, methyl ester (7.53 g, Example 87a)) and sodium borohydride (1.09 g) in ethanol (100 ml). After work up, crude material was purified by flash column chromatography over silica eluting with dichloromethane to give the sub-title compound as an oil (5.24 g).

Workup

  1. customPrepared
  2. customAfter work up, crude material was purified by flash column chromatography over silica eluting with dichloromethane

Sources & evidence

ORD record
ord-f6fbe23f31b4410a8a86cbd383bc0315
Source dataset
uspto-grants-2001_10
Patent number
US06300352B1

Reaction notes

Loading…