5-Methyl-3-m-tolyl-isoxazole-4-carboxylic acid ethyl ester → (5-Methyl-3-(m-tolyl)isoxazol-4-yl)methanol

HRID 1897263Notes

Reaction equation

HRID 1897263 reaction equation
C([O:3][C:4]([C:6]1[C:7]([C:12]2[CH:13]=[C:14]([CH3:18])[CH:15]=[CH:16][CH:17]=2)=[N:8][O:9][C:10]=1[CH3:11])=O)C.C(OC(C1C(C2C=CC=CC=2F)=NOC=1C)=O)C>>[CH3:11][C:10]1[O:9][N:8]=[C:7]([C:12]2[CH:13]=[C:14]([CH3:18])[CH:15]=[CH:16][CH:17]=2)[C:6]=1[CH2:4][OH:3]

Participants

3

Reactant 2

HCID 223090555-Methyl-3-m-tolyl-isoxazole-4-carboxylic acid ethyl esterHCID 68442729Ethyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate

Product 1

HCID 68444867(5-Methyl-3-(m-tolyl)isoxazol-4-yl)methanolYield 77%

Procedure

As described for example 84d, 5-methyl-3-m-tolyl-isoxazole-4-carboxylic acid ethyl ester (5.1 g, 20.8 mmol) was converted, instead of 3-(2-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid ethyl ester, to the title compound (3.2 g, 77%) which was obtained as a light yellow oil. MS: m/e=262.3 [M+OAc]−.

Sources & evidence

ORD record
ord-3e704389c51d4deea5017d9bd62a99b5
Source dataset
uspto-grants-2013_08
Patent number
US08518974B2

Reaction notes

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