Diethyl Oxalate → Ethyl 3-cyano-3-(p-methylthiophenyl)-pyruvate

HRID 267763

반응식

HRID 267763 반응식
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]#[N:11])=[CH:5][CH:4]=1.[C:12](OCC)(=[O:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14]>[O-]CC.[Na+]>[C:10]([CH:9]([C:6]1[CH:7]=[CH:8][C:3]([S:2][CH3:1])=[CH:4][CH:5]=1)[C:12](=[O:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14])#[N:11]

참가 물질

4

반응물 2

HCID 7268Diethyl OxalateHCID 27600872-(4-(Methylthio)phenyl)acetonitrile

생성물 1

HCID 21554050Ethyl 3-cyano-3-(p-methylthiophenyl)-pyruvate

시약·촉매·용매 1

HCID 2723922Sodium ethoxide용매

실험 절차

By following the procedures outlined in Examples 1 and 3, p-methylthiophenylacetonitrile is reacted with diethyl oxalate in alcoholic sodium ethoxide solution to give ethyl 3-cyano-3-(p-methylthiophenyl)-pyruvate. This compound is similarly reacted with p-methylthiophenylacetonitrile which results in the formation of 2,5-di-(p-methylthiophenyl)-3,4-dioxoadiponitrile. The latter is refluxed with water, acetic acid and sulfuric acid to obtain 4,4'-dimethylthiopulvinic acid which is treated with acetic anhydride to give the corresponding acid lactone.

출처 및 근거

ORD 기록
ord-eccaed0f530e47578448a5e2ee8dcf84
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03944571

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