Dimethyl Sulfoxide → 1-[Bis(thien-2-yl)methyl]azetidin-3-one

Participants

Reaction Steps

1-[Bis-thien-2-yl)methyl]azetidin-3-one may be prepared by carrying out the operation as described in Example 73, starting with 4 g of 1-[bis(thien-2-yl)methyl]azetidin-3-ol, 2.6 cm3 of dimethyl sulfoxide, 7.7 cm3 of triethylamine, 7.7 cm3 of oxalyl chloride, and 100 cm3 of dichloromethane. The residue obtained is purified by chromatography on a silica gel column (particle size 0.04-0.06 mm, diameter 3 cm, height 30 cm) with, as eluent, a mixture of cyclohexane/ethyl acetate (1/1 by volume). The fractions obtained are evaporated to dryness under reduced pressure (2.7 Kpa). 3.2 g of 1-[bis(thien-2-yl)methyl]azetidin-3-one are obtained in the form of cream-colored crystals melting at 70° C.

Provenance & Evidence