Ethyl-2-(4-toluyl)-3-dimethylaminopropenoate → Ethyl 5-(p-tolyl)isoxazole-4-carboxylate

HRID 1389008Notes

Reaction equation

HRID 1389008 reaction equation
[CH2:1](OC(=O)C(C1C=CC(C)=CC=1)=CN(C)C)C.[CH2:18]([O:20][C:21](=[O:35])[C:22]([C:27](=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[CH:23][N:24](C)C)[CH3:19]>>[CH2:18]([O:20][C:21]([C:22]1[CH:23]=[N:24][O:34][C:27]=1[C:28]1[CH:33]=[CH:32][C:31]([CH3:1])=[CH:30][CH:29]=1)=[O:35])[CH3:19]

Participants

3

Reactant 2

HCID 54008809Ethyl-2-(4-toluyl)-3-dimethylaminopropenoateHCID 54499154Ethyl-2-benzoyl-3-dimethylaminopropenoate

Product 1

HCID 22220999Ethyl 5-(p-tolyl)isoxazole-4-carboxylateYield 59%

Procedure

The procedure of Example 15 was employed utilizing ethyl-2-(4-toluyl)-3-dimethylaminopropenoate in lieu of ethyl-2-benzoyl-3-dimethylaminopropenoate to yield ethyl-5-(4'-methylphenyl)-4-isoxazolecarboxylate (2.03 g.; 59% yield) having a melting point of 42°-44° C. and the following analysis:

Sources & evidence

ORD record
ord-4ec352fa59dd41738e872006d4cc8cd2
Source dataset
uspto-grants-1981_01
Patent number
US04243406

Reaction notes

Loading…