Bis(Chloromethyl) Ether → HCID 21274990, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 18.72 g (50 mmoles) of 1-phenyl-3,3,3-trifluoro-1-(4-fluorophenyl)-2-(4-methoxyphenyl)-propane, prepared as described in Example 19, and 56 g of pyridine hydrochloride is heated at 200° C. for 3 hours, and then processed as described in Example 1. The resulting crude 1-phenyl-3,3,3-trifluoro-1-(4-fluorophenyl)-2-(4-hydroxyphenyl)-propane is dissolved in 70 ml of benzene, then 6.44 g (80 mmoles) of chloromethylether and 6 g (300 mmoles) of powdered sodium hydroxide are added, and the mixture is boiled for one hour. The reaction mixture is diluted with 100 ml of benzene, washed until neutral with a 20% aqueous ammonium chloride solution, dried and evaporated. The residue is crystallized from isopropanol. 12.54 g (62%) of 1-phenyl-3,3,3-trifluoro-1-(4-fluorophenyl)-2-[4-(methoxy-methoxy)-phenyl]-propane are obtained; m.p.: 96.5°-99° C.

Provenance & Evidence