Propargyl bromide → HCID 131717315, compound

Participants

Reaction Steps

A solution of 3 g (0.0095 mol) of 2-[7-fluoro-3H-1,4-benzoxazin-2(4H)-on-6-yl]-4,5,6,7-tetrahydro-2H-isoindole-1,3-dione in 5 ml of tetrahydrofuran is added dropwise at 0° C. to a suspension of 0.42 g (0.014 mol, 80% in oil) of NaH in 5 ml of tetrahydrofuran. After the mixture has been stirred for 30 minutes at room temperature, 1.6 ml (0.014 mol, 80% in toluene) of propargyl bromide are added dropwise and the mixture is refluxed for 2 hours with stirring. Aqueous working-up gives 2.5 (74% of theory) of 2-[7-fluoro-4-propargyloxy-3H-1,4-benzoxazin-2(4H)-on-6-yl]-4,5,6,7-tetrahydro-2H-iso-indole- 1-3, dione having a melting point of 189°-190° C.

Provenance & Evidence