trans-4-Aminocyclohexanol

Base Information

• Chemical Name: trans-4-Aminocyclohexanol
• CAS No.: 27489-62-9
• Molecular Formula: C6H13NO
• Molecular Weight: 115.175
• Hs Code.: 29221990
• Mol file: 27489-62-9.mol

Synonyms:4-trans-Hydroxycyclohexylamine;trans-1,4-Cyclohexanolamine;trans-1-Amino-4-cyclohexanol;trans-4-Amino-1-cyclohexanol;trans-4-Hydroxycyclohexylamine;

Chemical Property of trans-4-Aminocyclohexanol

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Melting Point: 108-113 °C
• Refractive Index: 1.502
• Boiling Point: 201.1 °C at 760 mmHg
• PKA: 15.12±0.40(Predicted)
• Flash Point: 75.4 °C
• PSA: 46.25000
• Density: 1.037 g/cm³
• LogP: 0.94890
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Hygroscopic
• Water Solubility.: Soluble in water.

Purity/Quality:

99% ^*data from raw suppliers

trans-4-Aminocyclohexanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: Xi,C,Xn
• Statements: 36/37/38-34-41-37/38-22
• Safety Statements: 26-37/39-45-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Description: Trans-4-Aminocyclohexanol is also named as Cis-4-Aminocyclohexanol. It was a medical intermediate of ambroxol, which is used in the treatment of respiratory diseases associated with viscid or excessive mucus.1 It is used as a raw material in organic synthesis, such as in the synthesis of N-substituted 7-azabicyclo [2.2.1] hepatanes, which are good substrates for microbial oxidation of unactivated carbons by B.bassiana.2
• Uses: trans-4-aminocyclohexanol be used as organic intermediates. trans-4-Aminocyclohexanol is used as raw material in organic synthesis and is an important intermediate in the synthesis of drugs such as Ambroxol hydrochloride. It can react with butyric acid-(2-chloro-ethyl ester) to get butyric acid 4-amino-cyclohexyl ester. This reaction needs catalytic agent Aspergillus niger lipase and solvent 2-methyl-butan-2-ol.

Technology Process of trans-4-Aminocyclohexanol

There total 28 articles about trans-4-Aminocyclohexanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

trans-4-azidocyclohexan-1-ol (1380214-98-1) → trans-4-hydroxycyclohexylamine (27489-62-9)

Guidance literature:

trans-4-azidocyclohexan-1-ol; With 9-phenyl-9-phosphafluorene; phenylsilane; In 1,4-dioxane; at 101 ℃; for 16h; Inert atmosphere;

With water; In 1,4-dioxane; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201100967

Reference yield: 90.0%

4-amino-phenol (123-30-8) → trans-4-hydroxycyclohexylamine (27489-62-9)

Guidance literature:

With palladium on activated charcoal; hydrogen; potassium carbonate; In acetone; at 100 ℃; for 7h; under 7500.75 - 9000.9 Torr; Reagent/catalyst;

Reference yield:

trans-4-(benzylidene-amino)-cyclohexanol (248585-29-7) → trans-4-hydroxycyclohexylamine (27489-62-9) + benzaldehyde (100-52-7)

Guidance literature:

With sulfuric acid; pH=1 - 4; Concentration;

upstream raw materials:

4-nitro-phenol

N-((trans)-4-hydroxycyclohexyl)acetamide

4-amino-phenol

trans-4-Aethoxycarbonylamino-cyclohexanol

Downstream raw materials:

Butyric acid 4-amino-cyclohexyl ester

N-((1r,4r)-4-hydroxycyclohexyl)benzamide

4-trans-hydroxycyclohexyl Glyburide

(trans-1,4-cyclohexanolyl)phosphoramidic acid diethyl ester

Refernces

• 1、 -. "A process for preparing trans to amino cyclohexanol". Paragraph 0020-0035. . Retrieved 2019/07/11.
• 2、 -. "ISOTOPE ENHANCED AMBROXOL FOR LONG LASTING AUTOPHAGY INDUCTION". Page/Page column 21-22. . Retrieved 2018/09/08.