Erbocain,Heilit,W. Germany,1967
ChEBI: Fomocaine is an amine.
64 parts of dry sodium phenolate are dissolved in 300 parts of methylisobutyl
ketone by heating at 110°C. 103 parts of γ-(4-chloromethylphenyl)propyl
chloride are added dropwise with agitation, and the mixture is maintained at
110°C for a period of 4 hours with constant agitation. After cooling, the
reaction mixture is washed 2 or 3 times with 100 parts of water and the
methylisobutyl ketone is distilled off under reduced pressure. The residue is
taken up in 200 parts of petroleum ether and γ-(4-phenoxymethylphenyl)
propyl chloride is crystallized by addition of ice water. The crystals are filtered
off employing a suction pump and dried at 100°C in vacuo (10 mm Hg) for 1
to 2 hours. The γ-(4-phenoxymethylphenyl)propyl chloride melts at 55°C to
56°C after recrystallization from petroleum ether.
130 parts of γ-(4-phenoxymethylphenyl)propyl chloride are heated under
reflux at 140°C for 24 hours with 130 parts of morpholine. The reaction
mixture is treated to give N-[(γ-phenoxymethylphenyl)propyl]-morpholine,
which forms colorless crystals melting at 52°C to 53°C when crystallized from
n-heptane.
Poison by intravenous and intraperitoneal routes. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx.
