Reacción #318577

Ecuación de reacción

dichloro-acetyl chloride

isoquinoline

sodium hydroxide

α-methylphenethylchloride

propionitrile

1-ethyl-3-methyl-1,2,3,4-tetrahydroisoquinoline

→

yellow oil

2-(Dichloroacetyl)-1-ethyl-3-methyl-1,2,3,4-tetrahydroisoquinoline

Disolventes

methylene chloride

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe mixture was stirred for 15 minutes
2. 2
   ExtracciónThe organic extract
3. 3
   Secadowas dried with magnesium aulfate
4. 4
   workup.DISTILLATIONsubjected to Kugelrohr distillation (150° C. @0.25 mm Hg)

Procedimiento

By procedures described in Example 1, α-methylphenethylchloride and propionitrile were converted to 1-ethyl-3-methyl-1,2,3,4-tetrahydroisoquinoline. A reaction vessel was charged with 4 g of this isoquinoline compound, 10 ml 10% sodium hydroxide and 50 ml methylene chloride. With this mixture stirred, 1.1 equivalents dichloro-acetyl chloride was added dropwise to the mixture. The mixture was stirred for 15 minutes, then water was added. The organic extract was dried with magnesium aulfate, and stripped of solvent, and subjected to Kugelrohr distillation (150° C. @0.25 mm Hg) to provide 4.5 g of a yellow oil product having the following elemental analysis:

Fuente