434-43-5

Basic information

• Product Name: pentorex
• Synonyms: pentorex;(1,1-dimethyl-2-phenyl-propyl)amine;2-methyl-3-phenyl-butan-2-amine;2-methyl-3-phenylbutan-2-amine;Pentorex Hydrochloride
• CAS NO: 434-43-5
• Molecular Formula: C₁₁H₁₇N
• Molecular Weight: 163.262
• EINECS: 207-102-6
• Mol File: 434-43-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 75-77 °C
• Boiling Point: bp20 109-111°
• Flash Point: 96.5°C
• Appearance: /
• Density: 0.926g/cm³
• Vapor Pressure: 0.0663mmHg at 25°C
• Refractive Index: 1.515
• PKA: 10.00±0.25(Predicted)
• CAS DataBase Reference: pentorex(CAS DataBase Reference)
• NIST Chemistry Reference: pentorex(434-43-5)
• EPA Substance Registry System: pentorex(434-43-5)

Safety Data

• Hazardous Substances Data: 434-43-5(Hazardous Substances Data)

Usage

Originator

Liprodene, Anphar-Rolland

Manufacturing Process

To a solution of 105.6 g of 2-phenylbutanone-3 in 110 ml ether was added dropwise a solution of methylmagnesium bromide (prepared from 19.4 g magnesium and 94.7 g methyl bromide in 400 ml of ether) for 60-90 min. Then the mixture was refluxed for 1 hour. After cooling to the mixture was added diluted sulfuric acid and then extracted with ether. Organic layer was dries with sodium sulfate. After evaporation of ether the 2-phenyl-3methylbutanol was distilled, B.P. 116-118°C/20 mm, yield 105 g, nd22 1.5152.To 25.5 g of NaCN at 10-20°C ware added dropwise under stirring 64 ml of glacial acetic acid and ten at 20°C a mixture of 70 ml concentrated sulfuric acid and 64 ml of glacial acetic acid. To the prepared mixture at 20-25°C was added dropwise 82 g of 2-phenyl-3-methylbutanol. The mixture was stirred at 45-50°C for 10-20 min and then at 75°C for 30 min. To the reaction mixture was added 750 ml of water. The acids was neutralized with sodium carbonate. Product was extracted with ether and distilled. Boiling point of (dimethylbenzylcarbinyl)formamide 173-176°C/0 mm, yield 63 g.52.3 g of (dimethylbenzylcarbinyl)formamide, 245 ml concentrated hydrochloric acid and 196 ml of water were refluxed for 6 hours. The unreacted compounds was extracted with ether. The residuum was stirred with sodium hydroxide and extracted with ether. By distillation was obtained 48.2 g of 2-amino-2-methyl-3-phenylbutane; B.P. 109-111°C/20 mm.Hydrochloride of 2-amino-2-methyl-3-phenylbutane have melting point 164166°C.In practice it is usually used as tartrate salt.

Therapeutic Function

Anorexic

InChI:InChI=1/C11H17N/c1-9(11(2,3)12)10-7-5-4-6-8-10/h4-9H,12H2,1-3H3

Upstream product

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Relevant articles and documents

Direct Access to Primary Amines from Alkenes by Selective Metal-Free Hydroamination

Direct and selective synthesis of primary amines from easily available precursors is attractive yet challenging. Herein, we report the rapid synthesis of primary amines from alkenes via metal-free regioselective hydroamination at room temperature. Ammonium carbonate was used as ammonia surrogate for the first time, allowing for efficient conversion of terminal and internal alkenes into linear, α-branched, and α-tertiary primary amines under mild conditions. This method provides a straightforward and powerful approach to a wide spectrum of advanced, highly functionalized primary amines which are of particular interest in pharmaceutical chemistry and other areas.