Methyl 3-phenyl-4-isoxazolecarboxylate → (3-Phenyl-1,2-oxazol-4-yl)methanol

HRID 1521281Notes

Reaction equation

HRID 1521281 reaction equation
C[O:2][C:3]([C:5]1[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:7][O:8][CH:9]=1)=O.C(OC(C1C(C2C=CC=CC=2F)=NOC=1C)=O)C>>[C:10]1([C:6]2[C:5]([CH2:3][OH:2])=[CH:9][O:8][N:7]=2)[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 10750662Methyl 3-phenyl-4-isoxazolecarboxylateHCID 68442729Ethyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate

Product 1

HCID 54478868(3-Phenyl-1,2-oxazol-4-yl)methanolYield 61%

Procedure

As described for example 84d, 3-phenyl-isoxazole-4-carboxylic acid methyl ester (2.95 g, 15 mmol) was converted, instead of 3-(2-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester, to the title compound (1.56 g, 61%) which was obtained as a light green oil. MS: m/e=176.4 [M+H]+.

Sources & evidence

ORD record
ord-10e02fc2aa8d4a7cb529784bc072f0ea
Source dataset
uspto-grants-2015_07
Patent number
US09073908B2

Reaction notes

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