Water → 1-(6-Bromopyridin-2-yl)-2-fluoroethanol
Reaction equation
[Br:1][C:2]1[N:7]=[C:6]([C:8](=[O:11])[CH2:9][F:10])[CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].O>CO>[Br:1][C:2]1[N:7]=[C:6]([CH:8]([OH:11])[CH2:9][F:10])[CH:5]=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
1-(6-Bromopyridin-2-yl)-2-fluoroethanone (0.53 g, 2.43 mmol) was taken up in MeOH (12 mL) and cooled to 0° C. Sodium borohydride (0.092 g, 2.43 mmol) was added and the mixture stirred at 0° C. for 1 hour. Water was added and the reaction mixture was extracted with EtOAc (2×). The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo to give the title compound as a colorless oil.
Workup
- extractionthe reaction mixture was extracted with EtOAc (2×)
- washThe combined organic extracts were washed with brine
- dry with materialdried over MgSO4
- filtrationfiltered
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-4aefd070f3b14724a55454cedad94b40
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08367706B2
Reaction notes
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