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

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 deg 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 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.

#78 ETHYL-K; 2-ETHYLAMINO-1-(3,4-METHYLENEDIOXYPHENYL)PENTANE;

N-ETHYL-1-(1,3-BENZODIOXOL-5-YL)-2-PENTYLAMINE

SYNTHESIS: A solution of 120 mg mercuric chloride in 160 mL H2O was poured over 4.7 g aluminum foil (Reynolds Wrap, regular weight, cut into 1 inch squares) and allowed to stand until the amalgamation was well underway (about 30 min). The H2O was then drained and the foil washed with 2x200 mL H2O with thorough draining. There was then added, in sequence and with good swirling and agitation between each addition, 8.5 g ethylamine hydrochloride dissolved in 7 mL H2O, 21 mL IPA, 17 mL 25% NaOH, 7.1 g 1-(3,4-methylenedioxyphenyl)-2-pentanone (see the recipe for METHYL-K for its preparation), and finally 40 mL IPA. The reaction mixture was periodically heated on the steam bath to keep the reaction moving and active. After all the metal had been consumed, the mixture was filtered, and the filter cake washed with MeOH. The solvent was removed from the combined filtrate and washings, and the residue suspended in 800 mL dilute HCl. This was washed with 3x100 mL Et2O, made basic with 25% NaOH, and extracted with 3x100 mL CH2Cl2. The pooled extracts were stripped of solvent under vacuum yielding a residue of 6.3 g of an amber oil. This was distilled at 115-125 deg C at 0.4 mm/Hg to give 5.61 g of an almost white liquid which was dissolved in 28 mL IPA, neutralized with concentrated HCl, and diluted with 100 mL anhydrous Et2O. The resulting clear solution became cloudy, then set up in a cottage cheese texture, and then all broke up to a beautiful loose solid. This was filtered, Et2O washed and air dried to give 5.99 g 2-ethylamino-1-(3,4-methylenedioxyphenyl)pentane hydrochloride (ETHYL-K) with a mp of 157-158 deg C. Anal. (C14H22ClNO2) C,H.

DOSAGE: (greater than 40 mg).

DURATION: unknown.

QUALITATIVE COMMENTS: (with 40 mg) There was a paresthetic twinge in my shoulder area at about an hour Q other than that, absolutely nothing.

EXTENSIONS AND COMMENTARY: And that is as high a dose as has apparently ever been tried with ETHYL-K. The compounds with the hexane chain (L-series) rather than the pentane chain of the K-series have been made, but they have been spun into the recipe for METHYL-K.