Isonorin,Smith, Miller and Patch,US,1949
As described in US Patent 2,308,232, 100 g 3,4-dihydroxy-ω-
chloroacetophenone, 200 cc ethyl alcohol and 200 cc of about 50% aqueous
isopropylamine solution are boiled during 3 hours on the water bath with the
use of a reflux condenser, whereupon neutralizing with diluted sulfuric acid is
carried out and the sulfate, obtained upon cooling, from alcohol of 50% is
recrystallized; its MP is 245°C.
21 g 3,4-dihydroxy-ω-isopropylaminoacetophenone sulfate are hydrogenated
with 50 cc methyl alcohol and 50 cc water, 0.5 g carbon and 3 cc palladium
chloride solution of 2%. After 2 hours the hydrogen absorption comes to a
standstill, after the theoretical quantity of hydrogen has been absorbed. After
concentrating, the isopropylaminomethyl-(3,4-dihydroxyphenyl)carbinolsulfate
crystallizes out. It has a MP of 180°C after refining.
