Sodium borohydride → (4-Bromo-2-methylphenyl)methanol

HRID 1501090Notes

Reaction equation

HRID 1501090 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([CH3:10])[CH:3]=1.[BH4-].[Na+]>C(O)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[C:4]([CH3:10])[CH:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 135551504-Bromo-2-methylbenzaldehyde

Product 1

HCID 22280088(4-Bromo-2-methylphenyl)methanolYield 65%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of 4-bromo-2-methylbenzaldehyde (1.99 g, 10 mmol) in ethanol (100 mL) was added sodium borohydride (0.76 g, 20 mmol) in portions at 0° C. The mixture was stirred for 30 minutes and warmed to 20° C. and stirred at the same temperature for 12 hours. The mixture was concentrated in vacuo to give (4-bromo-2-methylphenyl)methanol (1.3 g, 65%).

Workup

  1. stirringstirred at the same temperature for 12 hours
  2. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-f24dd4d16b074fcf805dce9afa996bc5
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

Loading…