3-Phenyl-5-trifluoromethyl-isoxazole-4-carboxylic acid → [3-(4-Fluoro-phenyl)-5-trifluoromethyl-isoxazol-4-yl]-methanol

HRID 83261Notes

Reaction equation

HRID 83261 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13](O)=[O:14])=[C:11]([C:16]([F:19])([F:18])[F:17])[O:10][N:9]=2)=[CH:4][CH:3]=1.C1(C2C(C(O)=O)=C(C(F)(F)F)ON=2)C=CC=CC=1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([CH2:13][OH:14])=[C:11]([C:16]([F:18])([F:17])[F:19])[O:10][N:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 42478083-Phenyl-5-trifluoromethyl-isoxazole-4-carboxylic acidHCID 684436265-(Trifluoromethyl)-3-(4-fluorophenyl)isoxazole-4-carboxylic acid

Product 1

HCID 68443889[3-(4-Fluoro-phenyl)-5-trifluoromethyl-isoxazol-4-yl]-methanolYield 56%

Procedure

As described for example 128d, 3-(4-fluoro-phenyl)-5-trifluoromethyl-isoxazole-4-carboxylic acid (3.0 g, 11 mmol), instead of 3-phenyl-5-trifluoromethyl-isoxazole-4-carboxylic acid, was converted to the title compound (1.58 g, 56%) which was obtained as a yellow solid. MS: m/e=262.0 [M+H]+.

Sources & evidence

ORD record
ord-35180b93ae2f4f339dc608c9abfa0fcb
Source dataset
uspto-grants-2014_09
Patent number
US08846719B2

Reaction notes

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