Hydrochloric Acid → Ethyl 5-(p-chlorobenzoyl)-3-hydroxycarbonyl-4-methoxy-1-methylpyrrole-2-acetate

반응식

[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([C:8]2[N:12]([CH3:13])[C:11]([CH2:14][C:15]([OH:17])=[O:16])=[C:10]([C:18]([OH:20])=[O:19])[C:9]=2[O:21][CH3:22])=[O:7])=[CH:4][CH:3]=1.Cl.[CH2:26](O)[CH3:27]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[N:12]([CH3:13])[C:11]([CH2:14][C:15]([O:17][CH2:26][CH3:27])=[O:16])=[C:10]([C:18]([OH:20])=[O:19])[C:9]=2[O:21][CH3:22])=[O:7])=[CH:23][CH:24]=1

참가 물질

반응물 3

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 204691265-(p-Chlorobenzoyl)-3-hydroxycarbonyl-4-methoxy-1-methylpyrrole-2-acetic acid

생성물 1

HCID 13345721Ethyl 5-(p-chlorobenzoyl)-3-hydroxycarbonyl-4-methoxy-1-methylpyrrole-2-acetate

실험 절차

5-(p-Chlorobenzoyl)-3-hydroxycarbonyl-4-methoxy-1-methylpyrrole-2-acetic acid (478 mg) is suspended in 5 ml of absolute ethanol under nitrogen and heated to reflux. Concentrated hydrochloric acid (75 ml) is subsequently added and the reaction mixture is heated for another 20 minutes until all the solids are dissolved. The resulting solution is heated for an additional 10 minutes. Upon cooling, the product crystallizes out and is filtered, and dried in vacuo to afford 260 mg of ethyl 5-(p-chlorobenzoyl)-3-hydroxycarbonyl-4-methoxy-1-methylpyrrole-2-acetate, m.p. 190 (dec.)