HCID 54095551, compound → Ethyl 5-(4-trifluoromethylphenyl)isoxazole-4-carboxylate

HRID 1389005Notes

Reaction equation

HRID 1389005 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[C:5]([C:10](=[O:21])[C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=1)=[CH:6][N:7](C)C)[CH3:2].C(OC(=O)C(C(=O)C1C=CC(Cl)=CC=1Cl)=CN(C)C)C>>[CH2:1]([O:3][C:4]([C:5]1[CH:6]=[N:7][O:21][C:10]=1[C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=1)=[O:22])[CH3:2]

Participants

3

Reactant 2

HCID 54095551HCID 54095551, compoundHCID 54156258Ethyl 3-dimethylamino-2-(4-trifluoromethyl-benzoyl)-acrylate

Product 1

HCID 22221374Ethyl 5-(4-trifluoromethylphenyl)isoxazole-4-carboxylateYield 47%

Procedure

The procedure of Example 12 was employed utilizing ethyl-2-(4'-trifluoromethylbenzoyl)-3-dimethylaminopropenoate in lieu of ethyl-2-(2',4'-dichlorobenzoyl)-3-dimethylaminopropenoate to yield ethyl-5-(4'-trifluoromethylphenyl)-4-isoxazolecarboxylate (2.03 g.; 47% yield) as yellow crystals having a melting point of 42°-44° C. and the following analysis:

Sources & evidence

ORD record
ord-381ab027cddc4f19a00c01c9d831e519
Source dataset
uspto-grants-1981_01
Patent number
US04243406

Reaction notes

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