Ethoxalyl chloride → HCID 66934444, compound

Participants

Reaction Steps

At 5-10° C., Chloro-oxo-acetic acid ethyl ester (5.43 ml, 48.7 mmol) was added to 2,3-Dichlorothiophene (5 g, 32.6 mmol). A solution of AlCl3 (6.49 g, 48.7 mmol) dissolved in nitromethane (13 ml) was added dropwise such that the internal reaction temperature did not rise above 10° C. After 1 hour, the reaction mixture was poured into ice water and extracted with CH2Cl2 (2×100 ml). The organic layer was washed with 10% NaHCO3 (2×50 ml), water (1×50 ml) and brine (1×50 ml). Drying (Na2SO4) and concentration provided a light orange solid that was purified by silica gel chromatography (EtOAc/hexane-gradient) providing 6.8 g (82%) of the subtitle compound.

Provenance & Evidence