Sodium borohydride → HCID 67427396, compound

HRID 2235387Notes

Reaction equation

HRID 2235387 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([F:14])[C:9]=1[O:10][CH:11]([CH3:13])[CH3:12])[CH:5]=[O:6].[BH4-].[Na+]>CCO>[F:1][C:2]1[CH:3]=[C:4]([CH2:5][OH:6])[CH:7]=[C:8]([F:14])[C:9]=1[O:10][CH:11]([CH3:13])[CH3:12]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 791111833,5-difluoro-4-isopropoxybenzaldehyde

Product 1

HCID 67427396HCID 67427396, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 3,5-difluoro-4-isopropoxy-benzaldehyde (0.14 g) in EtOH (10 ml) is added NaBH4 (60.7 mg; 1.61 mmol) at 10° C. in 5 portions. The mixture is slowly warmed to RT and stirred for 3 h. After aqueous work-up (3,5-difluoro-4-isopropoxy-phenyl)-methanol is obtained which is directly chlorinated using SOCl2 (1 ml; 13.8 mmol) in CH2Cl2 (10 ml) at RT for 3 h. After aqueous work-up 5-chloromethyl-1,3-difluoro-2-isopropoxy-benzene (0.14 g) is obtained as a yellow oil which is used without further purification.

Sources & evidence

ORD record
ord-dc6dfce5dea547899a928ecc392aa07a
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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