Hydrochloric Acid → HCID 22997652, compound

Reaction equation

C([O:3][C:4](=[O:14])[C:5]([C:7]1[S:8][CH:9]=[C:10]([Cl:13])[C:11]=1[Cl:12])=[O:6])C.Cl>CC(C)=O.O>[Cl:12][C:11]1[C:10]([Cl:13])=[CH:9][S:8][C:7]=1[C:5](=[O:6])[C:4]([OH:14])=[O:3]

Participants

Procedure

A solution of yield (3,4-dichlorothiophen-2-yl)-oxo-acetic acid ethyl ester (0.42 g, 1.66 mmol) in acetone (10 ml), water (2 ml), and conc. HCl (10 ml) was stirred under reflux for 1 hour. The reaction mixture was allowed to cool to ambient temperature then was concentrated in vacuo to provide a crude oil. The crude oil was purified by preparative HPLC to provide pure (3,4-dichlorothiophen-2-yl)-oxo-acetic acid as a yellow solid (85 mg, 38%). MS (M−H)−: 222.80; 1H NMR (300 MHz, DMSO-d6) δ8.38 (1H, s). 13C NMR (75 MHz, CDCl3) δ173.14, 159.44, 136.57, 133.43, 128.97, 125.20.