Tetrahydrofuran → HCID 21540488, compound

Participants

Reaction Steps

Thiolacetic acid (22.8 grams) and 41.7 grams of 2-chloromethoxy-1-nitroethane were mixed into 100 cc of tetrahydrofuran at room temperature and the clear solution was heated at reflux for 2 hours. The solution was cooled and 25 grams of pyridine was added. After an additional period of two hours at reflux the mixture was filtered and the solvent was removed from the filtrate by flash evaporation. The residue was taken up in ether, washed with 5 percent aqueous hydrochloric acid and water, dried over magnesium sulfate and the solvent again evaporated. Distillation in vacuo afforded 24.7 g of 2-acetylthiomethoxy-1-nitroethane, bp 106°-109° (0.2-0.5 mm); structure was confirmed by spectral analysis.

Provenance & Evidence