3,5-Dibromobenzaldehyde → (3,5-Dibromophenyl)methanol
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Br:10])[CH:9]=1)[CH:5]=[O:6].[BH4-].[Na+]>CO>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Br:10])[CH:9]=1)[CH2:5][OH:6]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
3,5-Dibromobenzaldehyde (1.7 g, 6.3 mmol) was dissolved in methanol (100 mL) and sodium borohydride (0.250 g, 6.3 mmol) was added at 0° C. The reaction mixture was stirred for 0.5 h at 0° C. and then at 20° C. for another 0.5 h. The reaction mixture was concentrated in vacuo, diluted with brine (250 mL), acidified with hydrochloric acid and extracted with dichloromethane (3×50 mL). Evaporation of the organic solution gave 3,5-dibromo-benzyl alcohol as a white crystalline compound.
Workup
- waitat 20° C. for another 0.5 h
- concentrationThe reaction mixture was concentrated in vacuo
- additiondiluted with brine (250 mL)
- extractionextracted with dichloromethane (3×50 mL)
- customEvaporation of the organic solution
Sources & evidence
- ORD record
- ord-4cb25c0e0f3a4d0ca4148708a40f6b8e
- Source dataset
- uspto-grants-2011_06
- Patent number
- US07968723B2
Reaction notes
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