Ethyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate → [3-(2-Fluoro-4-methyl-phenyl)-5-methyl-isoxazol-4-yl]-methanol

HRID 331969Notes

Reaction equation

HRID 331969 reaction equation
C([O:3][C:4]([C:6]1[C:7]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][C:13]=2[F:19])=[N:8][O:9][C:10]=1[CH3:11])=O)C.C(OC(C1C(C2C=CC=CC=2F)=NOC=1C)=O)C>>[F:19][C:13]1[CH:14]=[C:15]([CH3:18])[CH:16]=[CH:17][C:12]=1[C:7]1[C:6]([CH2:4][OH:3])=[C:10]([CH3:11])[O:9][N:8]=1

Participants

3

Reactant 2

HCID 68442729Ethyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylateHCID 684450953-(2-Fluoro-4-methyl-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester

Product 1

HCID 68444881[3-(2-Fluoro-4-methyl-phenyl)-5-methyl-isoxazol-4-yl]-methanolYield 100%

Procedure

As described for example 84d, 3-(2-fluoro-4-methyl-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester (18.5 g, 70.3 mmol) was converted, instead of 3-(2-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester, to the title compound (15.5 g, 100%) which was obtained as a light yellow oil. MS: m/e=280.1 [M+OAc]−.

Sources & evidence

ORD record
ord-2cd496c25c9b403697a520beea7bc807
Source dataset
uspto-grants-2014_11
Patent number
US08877782B2

Reaction notes

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