Hydrochloric Acid → HCID 11356278, compound

Participants

Reaction Conditions

Reaction Steps

To a degassed mixture of 2-iodothiophene (0.87 mL, 7.88 mmol), Cu2O (0.56 g, 3.9 mmol) and KOH (0.44 g, 7.8 mmol) in DMF (7.8 mL) was slowly added 4-fluorobenzenethiol (0.33 mL, 7.8 mmol). The resulting mixture was heated at 135° C. for 15 h, allowed to cool to room temperature and poured into a 0° C. 6N HCl solution. After 15 min. the precipitate was filtered and washed with benzene. The filtrate was extracted with benzene, dried (MgSO4) and concentrated under reduced pressure to give 2-(4-fluorophenylthio)thiophene (1.13 g, 69%) as a pale yellow oil: TLC (10% EtOAc/hex) Rf 0.49; HPLC ES-MS m/z (rel intensity) 210 (M+, 100).

Provenance & Evidence