PiHKAL

#169 2-TOET; 4-ETHYL-5-METHOXY-2-METHYLTHIOAMPHETAMINE SYNTHESIS: A mixture of 24.4 g ortho-ethylphenol and 18.9 mL methyl iodide was added to a solution of 15.6 g 85% KOH in 100 mL hot MeOH. The mixture was kept at reflux temperature overnight, stripped as much as possible of the MeOH, and poured into 1 L H2O. An excess of 5% NaOH was added and this was extracted with 3x75 mL CH2Cl2. The pooled extracts were washed with 1% NaOH, and the solvent removed under vacuum to give 32.8 g of a pale amber oil. This was distilled at 55-65 °C at 0.4 mm/Hg to yield 22.0 g of 2-ethylanisole as a colorless oil. To a 21.7 g sample of 2-ethylanisole...

This is part 6 of 6 of the second half of PiHKAL: A Chemical Love Story, by Alexander Shulgin and Ann Shulgin. Please forgive any typos or misprints in this file; further, because of ASCII limitations, many of the typographical symbols in the original book could not be properly represented in these files. If you are seriously interested in the chemistry contained in these files, you should order a copy of the book PiHKAL. The book may be purchased for $22.95 ($18.95 + $4.00 postage and handling) from Transform Press, Box 13675, Berkeley, CA 94701. California residents please add $1.38 State sales tax. At the present time, restrictive laws...

#139 ORTHO-DOT; 4,5-DIMETHOXY-2-METHYLTHIOAMPHETAMINE SYNTHESIS: To 26.4 g veratrol that was being magnetically stirred without any solvent, there was added 50 g chlorosulfonic acid a bit at a time over the course of 20 min. The reaction was exothermic, and evolved considerable HCl. The deeply colored mixture that resulted was poured over 400 mL crushed ice and when all had thawed, it was extracted with 2x150 mL CH2Cl2. Removal of the solvent under vacuum gave a residue that set up as a crystalline mass. The weight of the crude 3,4-dimethoxybenzenesulfonyl chloride was 37.1 g and it had a mp of 63-66 °C. Recrystallization raised this to ...

This is part 5 of 6 of the second half of PiHKAL: A Chemical Love Story, by Alexander Shulgin and Ann Shulgin. Please forgive any typos or misprints in this file; further, because of ASCII limitations, many of the typographical symbols in the original book could not be properly represented in these files. If you are seriously interested in the chemistry contained in these files, you should order a copy of the book PiHKAL. The book may be purchased for $22.95 ($18.95 + $4.00 postage and handling) from Transform Press, Box 13675, Berkeley, CA 94701. California residents please add $1.38 State sales tax. At the present time, restrictive laws...

#106 MDE; MDEA; EVE; N-ETHYL-MDA; 3,4-METHYLENEDIOXY-N-ETHYLAMPHETAMINE SYNTHESIS: (from MDA) To a solution of 3.6 g of the free base of 3,4-methylenedioxyamphetamine (MDA) in 20 g pyridine, there was added 2.3 g acetic anhydride, and the mixture stirred at room temperature for 0.5 h. This was then poured into 250 mL H2O and acidified with HCl. This aqueous phase was extracted with 3x75 mL CH2Cl2, the extracts pooled and washed with dilute HCl, and the solvent removed under vacuum. The pale amber residue of N-acetyl-3,4-methylenedioxyamphetamine weighed 5.2 g as the crude product, and it was reduced without purification. On standing it s...

This is part 4 of 6 of the second half of PiHKAL: A Chemical Love Story, by Alexander Shulgin and Ann Shulgin. Please forgive any typos or misprints in this file; further, because of ASCII limitations, many of the typographical symbols in the original book could not be properly represented in these files. If you are seriously interested in the chemistry contained in these files, you should order a copy of the book PiHKAL. The book may be purchased for $22.95 ($18.95 + $4.00 postage and handling) from Transform Press, Box 13675, Berkeley, CA 94701. California residents please add $1.38 State sales tax. At the present time, restrictive laws...

#76 EMM; 4,5-DIMETHOXY-2-ETHOXYAMPHETAMINE SYNTHESIS: A solution of 166 g 3,4-dimethoxybenzaldehyde in 600 mL acetic acid was well stirred, and brought up to an internal temperature of exactly 25 °C. There was added, in very small portions, a 40% solution of peracetic acid in acetic acid. The evolved heat was removed with an external ice bath, and the rate of addition was dictated by the requirement that the internal temperature should not exceed 25 °C. A total of 210 g of the 40% peracetic acid was used. The reaction mixture was poured into 3 L H2O, and the acetic acid neutralized by the addition of solid K2CO3. The neutral aqueousphase...

This is part 3 of 6 of the second half of PiHKAL: A Chemical Love Story, by Alexander Shulgin and Ann Shulgin. Please forgive any typos or misprints in this file; further, because of ASCII limitations, many of the typographical symbols in the original book could not be properly represented in these files. If you are seriously interested in the chemistry contained in these files, you should order a copy of the book PiHKAL. The book may be purchased for $22.95 ($18.95 + $4.00 postage and handling) from Transform Press, Box 13675, Berkeley, CA 94701. California residents please add $1.38 State sales tax. At the present time, restrictive laws...

#56 DMCPA; 2-(2,5-DIMETHOXY-4-METHYLPHENYL)CYCLOPROPYLAMINE SYNTHESIS: To a solution of 25 g 2,5-dimethoxy-4-methylbenzaldehyde (see the recipe for 2C-D for the preparation) and 29.2 g malonic acid in 50 mL anhydrous pyridine, there was added 2 mL piperidine and this was heated on the steam bath for several h. The mixture was added to a solution of 125 mL concentrated HCl in 500 mL H2O at 0 °C, and the solid product that was formed was removed by filtration, and washed with H2O. Recrystallization from aqueous EtOH yielded 31 g 2,5-dimethoxy-4-methylcinnamic acid with a mp of 163-166 °C. Anal. (C12H14O4) C,H. In a cooled high-pressure rea...

#39 2C-T ; 2,5-DIMETHOXY-4-METHYLTHIOPHENETHYLAMINE SYNTHESIS: A solution of 149 g sodium thiosulfate in 300 mL H2O was vigorously stirred. To this there was added, over the course of 10 min, a solution of 43.2 g benzoquinone in 200 mL acetic acid. After an additional 1 h stirring at room temperature, all volatiles were removed under vacuum. The residual syrup slowly set up as crystals which, after grinding under brine, were removed by filtration and washed with additional brine. These were dissolved in MeOH, clarified by filtration through a Celite bed, and the clear filtrate stripped of solvent under vacuum. The yellow, powdery sodium ...