Triethylamine → HCID 21914292, compound

Participants

Reaction Steps

1-(2-Bromophenyl)pyrrolidin-3-ol (1 g) was stirred in toluene (30 ml). Triethylamine (0.69 ml) was added and the solution was cooled in an ice-bath. Methane sulphonyl chloride (0.38 ml) was added dropwise. The reaction mixture was allowed to warm to room temperature over 2 h and stirred for a further 2.5 h. The mixture was filtered, washed through with toluene and the filtrate concentrated to ca. 20 ml in vacuo. Morpholine (10 ml) was then added and the solution stirred at room temperature overnight, a further portion of morpholine (10 ml) was added and the solution was heated at reflux for 24 h. Volatile materials were then removed in vacuo, the residue was diluted with water (40 ml) and extracted with diethyl ether (3×20 ml). The combined extracts were washed with brine, dried (MgSO4), filtered and evaporated. The residue was triturated with isohexane/diethyl ether and product collected by filtration as a yellow solid (0.93 g).

Provenance & Evidence