Lithium borohydride → [5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-methanol

HRID 1528717Notes

Reaction equation

HRID 1528717 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]=1

Participants

4

Reactant 2

HCID 4148881Lithium borohydrideHCID 56604575Methyl 5-(4-bromophenyl)-3-methylisoxazole-4-carboxylate

Product 1

HCID 58218538[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-methanol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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

  1. customAfter aqueous workup, the crude material was purified by silica gel chromatography

Sources & evidence

ORD record
ord-45dcdce6faff469e919ba89bcefb690e
Source dataset
uspto-grants-2015_07
Patent number
US09090573B2

Reaction notes

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