1-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: By procedures described in Example 1 (Method A), phenethylamine and trifluoroacetyl chloride were converted to 1-trifluoromethyl-1,2,3,4-tetrahydroisoquinoline. A reaction vessel was charged with 3.5 g of this isoquinoline compound, 20 ml 10% sodium hydroxide and 50 ml methylene chloride. With this mixture stirred, 2 ml dichloroacetyl chloride was added dropwise to the mixture. The mixture was stirred for 2 minutes, then water was added. The organic extract was dried with magnesium sulfate, stripped of solvent, and subjected to Kugelrohr distillation (130° C. @ 0.1 mm Hg) to provide a product having the elemental analysis reported in Table I. The mixture was stirred for 2 minutes The organic extract was dried with magnesium sulfate subjected to Kugelrohr distillation (130° C. @ 0.1 mm Hg) to provide a product

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: By procedures described in Example 1 (Method A), phenethylamine and trifluoroacetyl chloride were converted to 1-trifluoromethyl-1,2,3,4-tetrahydroisoquinoline. A reaction vessel was charged with 3.5 g of this isoquinoline compound, 20 ml 10% sodium hydroxide and 50 ml methylene chloride. With this mixture stirred, 2 ml dichloroacetyl chloride was added dropwise to the mixture. The mixture was stirred for 2 minutes, then water was added. The organic extract was dried with magnesium sulfate, stripped of solvent, and subjected to Kugelrohr distillation (130° C. @ 0.1 mm Hg) to provide a product having the elemental analysis reported in Table I. The mixture was stirred for 2 minutes The organic extract was dried with magnesium sulfate subjected to Kugelrohr distillation (130° C. @ 0.1 mm Hg) to provide a product

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In accordance with the same procedures as in Preparation 1-1, except that 25 ml of phenethylamine(0.2M) and 30 ml of anhydrous trifluoroacetic acid(0.21M) were used as starting materials, 5.4 g of the title compound was prepared. In accordance with the same procedures as in Preparation 1-1

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: By procedures described in Example 1 (Method A), phenethylamine and trifluoroacetyl chloride were converted to 1-trifluoromethyl-1,2,3,4-tetrahydroisoquinoline. A reaction vessel was charged with 3.5 g of this isoquinoline compound, 20 ml 10% sodium hydroxide and 50 ml methylene chloride. With this mixture stirred, 2 ml dichloroacetyl chloride was added dropwise to the mixture. The mixture was stirred for 2 minutes, then water was added. The organic extract was dried with magnesium sulfate, stripped of solvent, and subjected to Kugelrohr distillation (130° C. @ 0.1 mm Hg) to provide a product having the elemental analysis reported in Table I. The mixture was stirred for 2 minutes The organic extract was dried with magnesium sulfate subjected to Kugelrohr distillation (130° C. @ 0.1 mm Hg) to provide a product