Reacción #318578

Ecuación de reacción

isoquinoline

sodium hydroxide

α-ethylphenethyl chloride

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

dichloroacetyl chloride

→

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

Disolventes

methylene chloride

water

acetonitrile

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 sulfate
4. 4
   Otrochromatographed
5. 5
   OtroA yellow oil product was recovered

Procedimiento

By procedures described in Example 1, α-ethylphenethyl chloride and acetonitrile were converted to 1-methyl-3-ethyl-1,2,3,4-tetrahydroisoquinoline. A reaction vessel was charged with 3 g of this isoquinoline compound, 10 ml 10% sodium hydroxide and 50 ml methylene chloride. With this mixture stirred, 1.1 equivalents dichloroacetyl 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 sulfate, stripped of solvent and chromatographed. A yellow oil product was recovered having the following elemental analysis:

Fuente