Acetyl chloride → HCID 22007170, compound

Participants

Reaction Steps

61 μl of acetyl chloride are added to 100 ml of methanol and the mixture is stirred for 15 minutes. 1.32 g (−)-α-chloromethyl-2-methoxy-5-sulphamoylbenzyl acetate are then added and the mixture is heated to reflux for 1 hour (degree of conversion of 97% shown by HPLC). The mixture is thereafter evaporated, the residue is then taken up in 100 ml of ethyl acetate and the medium is neutralized with 5 ml of 2% ethyl hydrogen carbonate. The carbonate phase is extracted with 2 times 5 ml of ethyl acetate, the organic phases are then combined, dried and concentrated to 30 ml and cyclohexane is added. After one night at room temperature, the product which has crystallized is filtered off. 1 g of (−)-α-chloromethyl-2-methoxy-5-sulphamoylbenzenemethanol is obtained.

Provenance & Evidence