Sodium borohydride → Benzenemethanol, 5-bromo-2-(methoxymethoxy)-
Reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][O:12][CH3:13])=[C:6]([CH:9]=1)[CH:7]=[O:8].[BH4-].[Na+]>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][O:12][CH3:13])=[C:6]([CH:9]=1)[CH2:7][OH:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 5-bromo-2-methoxymethoxybenzaldehyde (5.00 g) in methanol (50 ml) was added, at 0° C., sodium borohydride (0.46 g). The mixture was stirred for 30 minutes at the same temperature, which was then concentrated. To the concentrate was added ethyl acetate, and the mixture was washed with an aqueous solution of potassium hydrogensulfate and a saturated aqueous saline solution, successively. The organic layer was dried (anhydrous magnesium sulfate), which was then concentrated to leave 5-bromo-2-methoxymethoxybenzyl alcohol (5.04 g) as a pale yellow oily product.
Workup
- concentrationwas then concentrated
- additionTo the concentrate was added ethyl acetate
- washthe mixture was washed with an aqueous solution of potassium hydrogensulfate
- dry with materialThe organic layer was dried (anhydrous magnesium sulfate), which
- concentrationwas then concentrated
Sources & evidence
- ORD record
- ord-0a810795ea7145fd8dc67a46d3fa7d98
- Source dataset
- uspto-grants-1998_02
- Patent number
- US05716971
Reaction notes
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