Phenylisopropyl amines

The benzene was distilled from the extract and the residue of d-N-methyl-N-benzyl-)3-phenyl-isopropylamine was distilled at reduced pressure. The thus obtained free base, distilling at 127°C at a pressure of 0.2 mm of mercury and having an np of 1.5515, was dissolved in ethyl acetate and a molar equivalent of ethanolic hydrogen chloride was added thereto. Anhydrous ether was added to the mixture and d-N-methyl-N-benzyl-)3-phenylisopropyl-amine hydrochloride precipitated from the reaction mixture as an oil which was crystallized from ethyl acetate to give crystals melting at 129° to 130°C. 

Titeler. M. Lyon, R.A. and Gleimon, R.A. Radioligand binding evidence implicates the brain 5-HT2 receptor as a site of action for LSD and phenylisopropyl amine hallucinogens. Psychopharmacol 94 213-216,... 

In this reaction, benzene methyl ketone (BMK) is reacted with formamide, followed by reaction of the products with hydrogen peroxide and HCl in methanol, to form amphetamine. There are a number of variations on the basic route. The impurities which arise include, as examples, methylphenylpyrimidines (4-methyl-5-phenylpyrimidine) (8), benzylpyrimidines (4-benzylpyrimidine) (9), iV-formylamphetamine (10), Al,Al-di(j6-phenylisopropyl)amines (Al,Al-di(/i-phenylisopropyl)amine) (11) and dimethyldiphenylpyrimidines (2,4-dimethyl-3,5-diphenylpyridine) (12) (see structures in Figure 2.8). 

Beilstein Handbook Reference) Aniline, N-isopropyl- Benzenamine, N-(l-methylethyl)- BRN 2205871 CCRIS 4831 EINECS 212-196-7 HSDB 6133 Isopropylaniline N-Isopropylaniline N-Phenylisopropyl-amine. Liquid bp = 203" d w 0.9526 Xm = 248, 295 nm (e = 11000, 1640, MeOH) soluble in EtOH, Et20, MezCO, C6H6. 

Phenylisopropyl- amine A derivative of phenylisopropylamine, eg, amphetamine, ephedrine. Unlike catecholamines, phenylisopropylamines usually have oral activity, a long half-life, some CNS activity, and an indirect mode of action... 

The parent compound, amphetamine [300-62-9] is (phenylisopropyl) amine or fi-aminophenyl benzene that exists in stereoiso-meric d- and /-forms. Its structure is given below ... 

Now, contrary to popular opinions, this method need not be conducted in a sealed pipe bomb. Secondary amination by substitution is as much a reaction of opportunity as it is of brute force and heat. In fact, heating can tend to cause the reformation of safrole and isosafrole. So the simplest way to do this would be to use 500mL of ammonium hydroxide or alcoholic ammonia or, for those wishing to make MDMA or meth, 40% aqueous methylamine or alcoholic methylamine (to tell you the truth, methylamine is preferable in this method because it is more reactive that ammonia so yield will increase). This 500mL is placed in a flask and into it is poured a solution of 35g bromosafrole (30g phenylisopropyl-bromide) mixed with 50mL methanol. The flask is stoppered and stirred at room temperature for anywhere from 3 to 7 days. The chemist could also reflux the same mixture for 6-12 hours or she could throw the whole mix into a sealed pipe bomb (see How to Make section) and cook it for 5 hours in a 120-130°C oil bath. 

Woodruff, E., H. Conger, T.,W. Physiologically Active Phenethylamines. I. Hydroxy and Methox3 -o/p/ia-mcthy]-phenylethy]amines (B-phenylisopropyl-aminos Journal of the American Chemical Society (1938) 60 465-467. 

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