Lithium borohydride → [5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-methanol
Reaction equation
C[O:2][C:3]([C:5]1[C:6]([CH3:17])=[N:7][O:8][C:9]=1[C:10]1[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][CH:11]=1)=O.[BH4-].[Li+]>CCO>[Br:16][C:13]1[CH:12]=[CH:11][C:10]([C:9]2[O:8][N:7]=[C:6]([CH3:17])[C:5]=2[CH2:3][OH:2])=[CH:15][CH:14]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid methyl ester (5 g, 16.8 mmol) and lithium borohydride (1.85 g, 84.1 mmol) were combined in EtOH and stirred at 60° C. After aqueous workup, the crude material was purified by silica gel chromatography to give the title compound.
Workup
- customAfter aqueous workup, the crude material was purified by silica gel chromatography
Sources & evidence
- ORD record
- ord-f1f87bf6c65f4fedbc6ff09c4e4ae778
- Source dataset
- uspto-grants-2014_03
- Patent number
- US08664220B2
Reaction notes
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