1-Bromo-3-chloropropane → HCID 19418907, compound

Participants

Reaction Steps

3-(3-Chloropropyl)-1,1-dimethyl-5-fluoro-4-oxo-1,2,3,4-tetrahydro-3,1-benzazasiline is obtained in a manner similar to that described in Example 11 for the preparation of 3-(3-chloropropyl)-1,1-dimethyl-7-fluoro-4-oxo-1,2,3,4-tetrahydro-3,1-benzazasiline, but using 3.15 g of 1,1-dimethyl-5-fluoro-4-oxo-1,2,3,4-tetrahydro-3,1-benzazasiline, 11.3 cm3 of n-butyllithium, 5.7 g of 1-chloro-3-bromopropane and 65 cm3 of tetrahydrofuran. After purification by flash chromatography on a silica column under a nitrogen stream at moderate pressure (0.5-1.5 bar) with a dichloromethane-methanol mixture (99.5-0.5 by volume) as eluent, 1.15 g of 3-(3-chloropropyl)-1,1-dimethyl-5-fluoro-4-oxo 1,2,3,4-tetrahydro-3,1-benzazasiline are obtained.

Provenance & Evidence