Chloroform → HCID 15592118, compound

Participants

Reaction Steps

A mixture of 4-(2-oxo-3,5,7-cycloheptatrien-1-yl)-1-piperazine-ethanol (10.0 g, described in Example 7), potassium carbonate (26 g) and chloroform (150 ml) was stirred and cooled in an ice-bath. Thionyl chloride (11.7 g) was added dropwise over a period of 30 min and allowed to react with stirring at room temperature for 16 hr. Water (50 ml) was added and extracted with chloroform. After drying over magnesium sulfate, the extract was evaporated and the residue (11.0 g) was chromatographed on 500 g silica gel with ethyl acetate to yield 6.2 g of 2-[4-(2-chloroethyl)-1-piperazinyl]-2,4,6-cycloheptatrien-1-one mp 71°-73° C.; ir(CHCl3) 1560 cm-1 ; uv max(MeOH) 352 (ε=9730) and 255 nm(ε=14300); nmr(CDCl3) δ2.75 (m, 6H), 3.5 (m, 6H) and 7.0 (m, 5H) and Anal. Calcd for C13H17 --ClN2O: C, 61.77% H, 6.78% N, 11.08% and Found: C, 61.60% H, 6.79% N, 10.98%.

Provenance & Evidence