Dichloroacetyl chloride → 2-(Dichloroacetyl)-1-(1-methylethyl)-4-methyl-1,2,3,4-tetrahydro-isoquinoline

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Reaction Steps

By procedures described in Example 1 (Method A), β-methyl-phenethylamine and isobutyryl chloride were converted to -4-methyl-1,2,3,4-tetrahydroisoquinoline. A reaction vessel was charged with 3.0 g of this isoquinoline compound, 10 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 and stripped of solvent. The residue was recrystallized from aqueous ethanol to provide 4 g of a white needle-crystalline product having the elemental analysis reported in Table I.

Provenance & Evidence