HCID 13826437, compound → HCID 13826439, compound

Participants

Reaction Conditions

Reaction Steps

Activated zinc dust (0.55 g., 8.43 mmoles) was added to a solution of ethyl 3-(2-methyl-5,6,7,8-tetrahydro-4,7,7,8-tetrachloronaphthalen-1-yl)propanoate in dry diglyme (2.5 ml) and heated and stirred in an oil bath rapidly (10 minutes) to about 140° C. at which time the reaction proceeded vigorously and exothermically and refluxed. The reflux subsided in about 1 minute. Heating with an oil bath at 140°-150° C. was continued for 15 minutes Tlc (silica-CH2Cl2) showed reaction complete. The reaction was cooled to room temperature and partitioned between ether (150 ml) and 1N HCl (25 ml). Extract ether successively with 1N HCl, water four times, saturated solution of NaHCl3 ; dried, (MgSO4), filtered and the solvents evaporated to leave 1.99 g of title compound as a gum. Rf =0.61 (silica-CH2Cl2).

Provenance & Evidence