Benzene, (chloromethyl)phenoxy- → (E)-1-[[(2-phenoxyphenyl)methoxy]ethyl]-4-(3-phenyl-2-propenyl)piperazine dihydrochloride

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Reaction Conditions

Reaction Steps

7.82 g (3.58 mmol) of o-phenoxybenzyl chloride dissolved in 8 ml of dimethoxyethane were added dropwise at room temperature to a solution of 8.82 g (35.8 mmol) of (E)-4-(3-phenyl-2-propenyl)-1-piperazineethanol and 4.42 g (39.4 mmol) of potassium tert-butyloxide and 4 g of 3A molecular sieve in 125 ml of dry dimethoxyethane. After stirring for 3 days at 40° C., the mixture was cooled to room temperature. The salts in the solution were filtered off and the solution was evaporated. The residue obtained was purified by means of column chromatography over silica (eluent toluene:ethanol=9:1). The collected fractions were dissolved in ethanol and 5 ml of 4.9 N HCl in ethanol was added. The clearsolution was evaporated. Yield 2.4 g (13%), m.p. 221° C.

Provenance & Evidence