N,N-Dimethylaniline → HCID 136023068, compound

Participants

Reaction Conditions

Reaction Steps

8.7 ml (68 mmol) of dimethylaniline and 6.9 g (0.051 mol) of aluminium chloride are added in three portions over 4 hours to a solution of 2.10 g (5.67 mmol) of (S)-5-methoxymethyl-3-[6-(phenylmethoxy)-1,2-benzisothiazol-3-yl]oxazolidin-2-one in 76 ml of dichloromethane, which solution is cooled at -8° C. The mixture is poured into ice-water and the product is extracted with dichloromethane. The organic phase is dried over sodium sulphate and concentrated under reduced pressure. After purification by chromatography on a silica column with dichloromethane and methanol, in proportions of 99:1, and trituration in diisopropyl ether, 1.4 g of product are obtained.

Provenance & Evidence