(Hive Bee)
09-10-03 10:13
No 458118
(Rated as: excellent)
This is the chemistry part of :
Post 458113 (Vitus_Verdegast: "mescaline: deamination & effect on cat behaviour", General Discourse)
2,6-dimethoxy-beta-phenethylamine
2,6-Dimethoxybenzoic acid (54.6 g.) was refluxed with 17 g. LiAlH4 in C6H6 for 4 hrs. and the mixt. kept overnight to give 2,6-dimethoxyloxybenzyl alc., which was treated with 3.6 ml. pyridine and 49 ml. SOCl2 under ice cooling and the mixt. stirred at room temp. to yield 2,6-dimethoxybenzyl chloride. The acid chloride in acetone was stirred with 39 g. KCN in 300 ml. H2O at room temp. for 20 hrs. to yield 41% 2,6-dimethoxyphenylacetonitrile, m. 94-5°. The nitrile (21.7 g.) was autoclaved in MeOH contg. 19 g. NH3 and 10 ml. Raney Ni catalyst. The vessel was charged with H to 1050 psig. and heated for about 1.5 hrs. at 100-20° to yield 2,6-dimethoxy-beta-phenethylamine (IV), b28 165-71°, m. 56-9°; HCl salt m. 214-15°.
4-propyl-beta-phenethylamine
Propylbenzene (200 g.), 30 g. paraformaldehyde, and 20 g. ZnCl2 were treated with dry HCl gas for 4 hrs. at 60° to yield 50% 4-propylbenzyl chloride, which (84 g.) in 120 ml. EtOH was added to 32.5 g. NaCN and 37 ml. H2O and refluxed for 4 hrs. to yield 76% 4-propylphenylacetonitrile, b7.5 137-9°. The nitrile (60 g.) was added dropwise to an ice-cooled mixt. of 20 g. LiAlH4 in 500 ml. Et2O and refluxed 1 hr. to give 4-propyl-beta-phenethylamine-HCl, m. 190-1°.
2,4,5-trimethyl-beta-phenethylamine
2,4,5-Trimethylacetophenone (66 g.), 53 g. morpholine, and 19.5 g. S was refluxed 10 hrs. to yield 60% 2,4,5-trimethylphenylacetothiomorpholide
55 references
A Dream Within A Dream (http://www.poedecoder.com/Qrisse/works/
