899806-45-2

Basic information

• Product Name: TRANS-2-(4-AMINOCYCLOHEXYL)-2-HYDROXYPROPANE
• Synonyms: TRANS-2-(4-AMINOCYCLOHEXYL)-2-HYDROXYPROPANE;2-(trans-4-AMino-cyclohex...;2-(trans-4-AMino-cyclohexyl)-propan-2-ol;2-((1r,4r)-4-aMinocyclohexyl)propan-2-ol;2-(trans-4-Aminocyclohexyl);Cyclohexanemethanol, 4-amino-α,α-dimethyl-, trans-
• CAS NO: 899806-45-2
• Molecular Formula: C9H19NO
• Molecular Weight: 157.26
• Mol File: 899806-45-2.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 240.2±13.0 °C(Predicted)
• Appearance: /
• Density: 0.975±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 15.18±0.29(Predicted)
• CAS DataBase Reference: TRANS-2-(4-AMINOCYCLOHEXYL)-2-HYDROXYPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-2-(4-AMINOCYCLOHEXYL)-2-HYDROXYPROPANE(899806-45-2)
• EPA Substance Registry System: TRANS-2-(4-AMINOCYCLOHEXYL)-2-HYDROXYPROPANE(899806-45-2)

Safety Data

• RIDADR: UN3259
• Hazardous Substances Data: 899806-45-2(Hazardous Substances Data)

Usage

Description

TRANS-2-(4-AMINOCYCLOHEXYL)-2-HYDROXYPROPANE is an organic compound that serves as an intermediate in both organic synthesis and pharmaceutical production. It is primarily utilized in laboratory research and development processes, as well as in the chemical production industry.

Uses

Used in Organic Synthesis:
TRANS-2-(4-AMINOCYCLOHEXYL)-2-HYDROXYPROPANE is used as an organic synthesis intermediate for the creation of various chemical compounds. Its unique structure allows it to be a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, TRANS-2-(4-AMINOCYCLOHEXYL)-2-HYDROXYPROPANE is used as a pharmaceutical intermediate. It plays a crucial role in the development of new drugs and medicines, contributing to the advancement of healthcare and treatment options.
Used in Laboratory Research and Development:
TRANS-2-(4-AMINOCYCLOHEXYL)-2-HYDROXYPROPANE is employed in laboratory settings for research and development purposes. It aids scientists in exploring new chemical reactions, understanding molecular structures, and developing innovative applications in various fields.
Used in Chemical Production Process:
TRANS-2-(4-AMINOCYCLOHEXYL)-2-HYDROXYPROPANE is also utilized in the chemical production process, where it contributes to the manufacturing of a wide range of products. Its presence in the production process ensures the synthesis of high-quality end products that meet industry standards.

Synthesis

Step 1To a solution of trans-benzyl 4-(dibenzylamino)cyclohexanecarboxylate (290 g X 5, 3.6 mol) in 2 L of THF under N2 at 0 °C, MeMgBr (800 mL) was added. The mixture was stirred at room temperature overnight and then quenched with 1.5 L of saturated NH4Cl. The resulting mixture was extracted wtih EtOAc. The product was extracted with 1 M HCl to the aqueous phase, which was then wash with EtOAc. The aqueous phase was then neutralized with NaOH, extracted with EtOAc, washed with brine, dried with Na2SO4 and concentrated in vacuo to give the 2-(trans-4-(dibenzylamino)cyclohexyl)propan-2-ol. White solid, yield 950 g, 78.3%.Step 2A mixture of 2-(trans-4-(dibenzylamino)cyclohexyl)propan-2-ol (120 g X 8,356mmol) and Pd(OH)2 (15g X 8) in methanol (1000 mL) and MeOH/NH3(100 mL) was stirred under H2 (50 psi) at 50 °C for 72 hrs, then the catalyst was removed and the filtrate was concentrated in vacuo and The crude product was chromatographed on silica gel (DCM/MeOH 20:1 - DCM/MeOH/NH3 5:4:1) to give the 2-(trans-4-aminocyclohexyl)propan-2-ol. Yield 210 g, 47.5%, pale yellow solid.