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modified on 6 April 2009 at 04:14 ••• 1,810 views

Ethyl-J

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ETHYL-J 2-ETHYLAMINO-1-(3,4-METHYLENEDIOXYPHENYL)BUTANE; N-ETHYL-1-(1,3-BENZODIOXOL-5-YL)-2-BUTANAMINE


Contents

SYNTHESIS

A stirred solution of 9.0 g 1-(3,4-methylenedioxyphenyl)-2-butanone (see the recipe for J 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 3x75 mL CH2Cl2. These extracts were pooled, and back-extracted with dilute H2SO4. This was washed with 2x50 mL CH2Cl2, then made basic with dilute NaOH and extracted with 2x75 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-methylenedioxy-phenyl)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.

Ethyl-J
Ethyl-J.png
IUPAC name
Other names 3,4-Methenedioxy-α,N-diethyl-phenethylamine
Identifiers
CAS number 167394-39-0
SMILES
Properties
Molecular formula C13H19NO2
Molar mass 221.299 g/mol
Melting point

176-177 °C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox references

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 AM.


EXTENSIONS AND COMMENTARY

And nothing higher has ever been looked at. If the analogy with the amphetamine counterparts (J with MDA, METHYL-J with MDMA, and this, with MDE) 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.