Sodium borohydride → 1-(5,6-Dichloro-pyridin-3-yl)-ethanol
Reaction equation
[BH4-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([C:11](=[O:13])[CH3:12])[CH:7]=[N:8][C:9]=1[Cl:10]>CO>[Cl:3][C:4]1[CH:5]=[C:6]([CH:11]([OH:13])[CH3:12])[CH:7]=[N:8][C:9]=1[Cl:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a well stirred suspension of sodium borohydride (66.21 g, 1.75 mole) in methanol (3.5 L) cooled to 0° C. with a Dry Ice/acetone bath was added 1-(5,6-dichloro-pyridin-3-yl)-ethanone 14 (665 g, 3.5 mole) at a rate such that the temperature remained at 0° C. After solid addition was complete, the reaction mixture was stirred an additional 1 h, after which time LC/MS analysis of an aliquot showed that the reaction was complete.
Workup
- customremained at 0° C
- additionAfter solid addition
- stirringthe reaction mixture was stirred an additional 1 h
Sources & evidence
- ORD record
- ord-cfc05fd34df94ca4bcf4a2f634328554
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08389549B2
Reaction notes
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