2-Ethylamino-1-(3,4-methylenedioxyphenyl)butane · N-Ethyl-1-(1,3-benzodioxol-5-yl)-2-butanamine
#77 ETHYL-J SYNTHESIS: A stirred solution of 9.0 g 1-(3,4-methylenedioxyphenyl)-2-butanone (see the recipe for for its preparation) in 150 mL MeOH was treated with 9.0 g ethylamine hydrochloride, 4.0 g anhydrous NaOAc, and 3.0 g sodium cyanoborohydride. The pH was maintained between 6 and 7 by the periodic addition of HCl. After the base formation had stabilized, there was added an additional 9.0 g ethylamine hydrochloride, 9.0 g NaOAc and 2.0 g sodium cyanoborohydride. With continuous stirring, there was HCl added over the course of 1 h until the final pH was approximately 2. The reaction mixture was poured into 700 mL dilute NaOH, and extracted with 3×75 mL CH2Cl2. These extracts were pooled, and back-extracted with dilute H2SO4. This was washed with 2×50 mL CH2Cl2, then made basic with dilute NaOH and extracted with 2×75 mL CH2Cl2. Removal of the solvent under vacuum gave a 0.81 g residue which was dissolved in 10 mL IPA. Neutralization with concntrated HCl formed white crystals spontaneously. These were diluted with Et2O, filtered, Et2O washed and air dried to provide 0.85 g 2-ethylamino-1-(3,4-methylenedioxyphenyl)butane hydrochloride (ETHYL-J), with mp of 176–177 °C. Anal. (C13H20ClNO2) C,H. The neutral fraction that remained in the organic phase following the dilute sulfuric acid extraction, was recovered by removal of the solvent under vacuum. There was obtained about 5 g of an amber liquid that was largely 2-hydroxy-1-(3,4-methylenedioxyphenyl)butane.
DOSAGE: greater than 90 mg.
DURATION: probably short.
QUALITATIVE COMMENTS: (with 65 mg) “Perhaps aware at 20 minutes. Definitely aware at 45 minutes. Diffusing to nothing at 3–4 hours.”
(with 90 mg) “I am somewhere between 1 and +. And everything became lost in the evening with a couple of glasses of wine and talk that went on to 3 a.m.”
EXTENSIONS AND COMMENTARY: And nothing higher has ever been looked at. If the analogy with the amphetamine counterparts ( with , with , and this, with ) were to hold up (a drop of about a third in potency with the lengthening of the chain by a carbon atom), one might guess that this compound would be an interesting intoxicant, but probably not until you got up into the area at or above a 200 milligram dose. And that is a lot of chemical for the body to have to handle. Some day, maybe.
13 May 2016 · Creative Commons BY-NC-SA ·

About PiHKAL · info

This version of Book II of PiHKAL is based on the Erowid online version, originally transcribed by Simson Garfinkle and converted into HTML by Lamont Granquist. I drew also on “Tyrone Slothrop’s” (Unfinished) Review of PIHKAL to enumerate the many analogues mentioned in PiHKAL but not described at length. Many, many others have since been added.
I have tried here to expunge any artifacts introduced by the earlier transcriptions and restore the typographic niceties found in the printed edition. I’ve also made minor changes to some chemical names in line with current nomenclature practice. Typically the change is little more than expanding a prefix or setting it in italics. The history page has further details.

Cautionary note

“At the present time, restrictive laws are in force in the United States and it is very difficult for researchers to abide by the regulations which govern efforts to obtain legal approval to do work with these compounds in human beings.
“No one who is lacking legal authorization should attempt the synthesis of any of the compounds described in these files, with the intent to give them to man. To do so is to risk legal action which might lead to the tragic ruination of a life. It should also be noted that any person anywhere who experiments on himself, or on another human being, with any of the drugs described herein, without being familiar with that drug’s action and aware of the physical and/or mental disturbance or harm it might cause, is acting irresponsibly and immorally, whether or not he is doing so within the bounds of the law.”
Alexander T. Shulgin

Copyright notice

The copyright for Book I of PiHKAL has been reserved in all forms and it may not be distributed. Book II of PiHKAL may be distributed for non-commercial reproduction provided that the introductory information, copyright notice, cautionary notice and ordering information remain attached.

Ordering information

PiHKAL is the extraordinary record of the authors’ years exploring the chemistry and transformational power of phenethylamines. This book belongs in the library of anyone seeking a rational, enlightened and candid perspective on psychedelic drugs.
Though Sasha and Ann have put Book II of PiHKAL in the public domain, available to anyone, I strongly encourage you to buy a copy. We owe them — and there’s still nothing quite like holding a real book in your hands.
PiHKAL (ISBN 0-9630096-0-5) is available for US$24.50 (plus $10 domestic first-class shipping) from Transform Press.
Transform Press,
Box 13675
Berkeley, CA 94701

510 · 934 · 4930 (voice)
510 · 934 · 5999 (fax)