Water → 2-Cyano-2-methyl-4-[4-(6-trifluoromethyl-2-quinoxalinyloxy)-phenoxy]-3-butanone

HRID 2254031Notes

Reaction equation

[K].[C:2]([C:4]([CH3:17])([C:6](=[O:16])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[CH3:5])#[N:3].Cl[C:19]1[CH:28]=[N:27][C:26]2[C:21](=[CH:22][CH:23]=[C:24]([C:29]([F:32])([F:31])[F:30])[CH:25]=2)[N:20]=1.O>CN(C)C=O>[C:2]([C:4]([CH3:17])([C:6](=[O:16])[CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][C:19]2[CH:28]=[N:27][C:26]3[C:21](=[CH:22][CH:23]=[C:24]([C:29]([F:30])([F:31])[F:32])[CH:25]=3)[N:20]=2)=[CH:13][CH:14]=1)[CH3:5])#[N:3]

Participants

Conditions

Temperature: 100 °C

Procedure

2.20 Grams of a potassium salt of 2-cyano-2-methyl-4-(4-hydroxyphenoxy)-3-butanone and 1.69 g of 2-chloro-6-trifluoromethylquinoxaline were refluxed in 50 nl of N,N-dimethylformamide under heat at 100° C. for 4 hours. The reaction mixture was added to water, and after the mixture was subjected to extraction with chloroform, the extract was concentrated. The residue was separated and purified by column chromatography to give 1.67 g of a compound No. 166 which was a light yellow solid (melting point 113°-115° C.). The yield was 47.1%. The compound No. 166 was analyzed, and the results are shown in Tables 1 to 23.

Workup

extractionafter the mixture was subjected to extraction with chloroform
concentrationthe extract was concentrated
customThe residue was separated
custompurified by column chromatography

Sources & evidence

ORD record: ord-a0abf9d09d774dc9b3ac5b3caf56deca
Source dataset: uspto-grants-1993_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05234894

Reaction notes

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