5-Hydroxy-3-phenyl-5-(trifluoromethyl)-4,5-dihydroisoxazole → 3-(3-Fluoro-phenyl)-5-trifluoromethyl-isoxazole

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([C:8]2[CH2:12][C:11]([C:14]([F:17])([F:16])[F:15])(O)[O:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.C1(C2CC(O)(C(F)(F)F)ON=2)C=CC=CC=1>>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:12]=[C:11]([C:14]([F:15])([F:16])[F:17])[O:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 28809765-Hydroxy-3-phenyl-5-(trifluoromethyl)-4,5-dihydroisoxazole

HCID 673627533-(3-Fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-5-ol

Product 1

HCID 673628133-(3-Fluoro-phenyl)-5-trifluoromethyl-isoxazoleYield 85.3%

Procedure

As described for Example 1b, 3-(3-fluoro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-5-ol (60 g, 241 mmol), instead of 3-phenyl-5-hydroxy-5-(trifluoromethyl)isoxazoline, was converted to the title compound (47.5 g, 85%) which was obtained as a light brown solid. MS: m/e=231.1 [M]+.

Sources & evidence

ORD record: ord-b4382e3342574a4e856447a4835b2022
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07851469B2

Reaction notes

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