Sodium Chloride → HCID 21475339, compound

Participants

Reaction Steps

Methanesulphonyl chloride (0.9 g) dissolved in diethylether (2 ml) was added to a stirred solution of 5-hydroxy-3-(3-trifluoromethylphenyl)oxazolidin4-one (1.0 g, Example 2, Step 4) in dichloromethane (6 ml). Triethylamine (0.8 g) dissolved in ether (2 ml) was added and the mixture allowed to exotherm to 35° C. After 2 hours the mixture was cooled in an ice-water bath and a solution of allylamine (0.92 g) in ether (2 ml) added dropwise. After 1 hour the mixture was treated with aqueous sodium chloride (20 ml), extracted with ether (3×80 ml), the extract dried over magnesium sulphate, filtered and concentrated under reduced pressure to give the crude product as a yellow gum (1.3 g). 1H NMR (CDCl3): δ 3.49(2 H,d); 5.13(1 H,dd); 5.21 (1 H,s); 5.3(1 H,m); 5.44(1 H,d); 5.48(1H,dd); 5.9(1 H,m); 7.5-7.8(4 H,m).

Provenance & Evidence