Sodium borohydride → HCID 66741061, compound

HRID 1627393Notes

Reaction equation

HRID 1627393 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([F:14])[C:11]=1[CH:12]=[O:13])[O:5][CH2:6][C:7]#[N:8].[BH4-].[Na+]>CCO>[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([F:14])[C:11]=1[CH2:12][OH:13])[O:5][CH2:6][C:7]#[N:8]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86662260HCID 86662260, compound

Product 1

HCID 66741061HCID 66741061, compoundYield 49.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-(3,5-difluoro-4-formylphenoxy)acetonitrile (531 mg, 2.69 mmol) and NaBH4 (123 mg, 3.20 mmol) in EtOH (7 mL) was stirred 1 h, processed as described previously, and purified by flash chromatography (80% EtOAc/Hex) to afford the title compound (264 mg, 49%). GCMS (EI) m/z 199.0 (M+).

Workup

  1. custompurified by flash chromatography (80% EtOAc/Hex)

Sources & evidence

ORD record
ord-eb1b5e5e52194fdd8f3e3dbdb15e7473
Source dataset
uspto-grants-2014_07
Patent number
US08785488B2

Reaction notes

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