Author Topic: mescaline: deamination & effect on cat behaviour  (Read 2240 times)

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Vitus_Verdegast

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mescaline: deamination & effect on cat behaviour
« on: September 10, 2003, 10:13:00 AM »
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(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, m. 110-11°.  The morpholide (75 g.) was added to 165 ml. AcOH, 24 ml. concd. H2SO4, and 37 ml. H2O and refluxed 5 hrs. to yield 60% 2,4,5-trimethylphenylacetic acid, m. 128-9°.  The acid (30 g.) and 35.4 g. PCl5 was warmed for 10 min., POCl3 removed, and the crude product poured in concd. NH4OH to yield 90% 2,4,5-trimethylphenylacetamide, m. 183-3.5°, which was reduced with LiAlH4 to yield 85% 2,4,5-trimethyl-beta-phenethylamine-HCl, m. 224-5°. 


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