cis-4-[1-(Cyclohexyl)-2-(2-piperidinyl)ethyl]cyclohexanol

Base Information

• Chemical Name: cis-4-[1-(Cyclohexyl)-2-(2-piperidinyl)ethyl]cyclohexanol
• CAS No.: 917877-73-7
• Molecular Formula: C₁₉H₃₅NO
• Molecular Weight: 293.493
• Mol file: 917877-73-7.mol

Synonyms:cis-4-[1-(Cyclohexyl)-2-(2-piperidinyl)ethyl]cyclohexanol;cis-Hydroxy Perhexiline(Mixture of Diastereomers);cis-Hydroxy Perhexiline

Chemical Property of cis-4-[1-(Cyclohexyl)-2-(2-piperidinyl)ethyl]cyclohexanol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 74-78?C
• Boiling Point: 425.21°C at 760 mmHg
• Flash Point: 75.825°C
• PSA: 32.26000
• Density: 0.99g/cm³
• LogP: 4.59500
• Storage Temp.: -20?C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

cis-Hydroxy Perhexiline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: A metabolite of Perhexiline. A metabolite of Perhexiline

Technology Process of cis-4-[1-(Cyclohexyl)-2-(2-piperidinyl)ethyl]cyclohexanol

There total 10 articles about cis-4-[1-(Cyclohexyl)-2-(2-piperidinyl)ethyl]cyclohexanol 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: 86.0%

2-(2-cyclohexyl-2-(4-(methoxymethoxy)cyclohexyl)ethyl)piperidine → 4-(1-cyclohexyl-2-(piperidin-2-yl)ethyl)cyclohexanol (89787-89-3,917877-74-8,917877-73-7)

Guidance literature:

2-(2-cyclohexyl-2-(4-(methoxymethoxy)cyclohexyl)ethyl)piperidine; With trifluoroacetic acid; In dichloromethane; for 4h; Inert atmosphere;

With sodium hydroxide; In dichloromethane; water; for 1h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b01592

Reference yield:

4-hydroxycyclohexyl carboxylic acid ethyl ester (3618-04-0,75877-66-6,17159-80-7) → 4-(1-cyclohexyl-2-(piperidin-2-yl)ethyl)cyclohexanol (89787-89-3,917877-74-8,917877-73-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 6 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydroxide / tetrahydrofuran; water / Inert atmosphere

3.1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

4.1: sodium tetrahydroborate / tetrahydrofuran; water / 0.5 h / 0 °C / Inert atmosphere

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

5.2: 0.5 h / Inert atmosphere

6.1: magnesium; iodine / diethyl ether / 0.5 h / Inert atmosphere; Reflux

6.2: 20 °C / Inert atmosphere

7.1: pyridinium chlorochromate / dichloromethane / Inert atmosphere

8.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - -10 °C / Inert atmosphere

8.2: 0.5 h / -78 °C / Inert atmosphere

9.1: thionyl chloride / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C / Inert atmosphere

9.2: 24 h

10.1: trifluoroacetic acid / dichloromethane / 4 h / Inert atmosphere

10.2: 1 h / Inert atmosphere

With sodium tetrahydroborate; n-butyllithium; thionyl chloride; oxalyl dichloride; iodine; magnesium; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water;

DOI:10.1021/acs.jmedchem.6b01592

Reference yield:

ethyl 4-(methoxymethoxy)cyclohexanecarboxylate (146943-88-6) → 4-(1-cyclohexyl-2-(piperidin-2-yl)ethyl)cyclohexanol (89787-89-3,917877-74-8,917877-73-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sodium hydroxide / tetrahydrofuran; water / Inert atmosphere

2.1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

3.1: sodium tetrahydroborate / tetrahydrofuran; water / 0.5 h / 0 °C / Inert atmosphere

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

4.2: 0.5 h / Inert atmosphere

5.1: magnesium; iodine / diethyl ether / 0.5 h / Inert atmosphere; Reflux

5.2: 20 °C / Inert atmosphere

6.1: pyridinium chlorochromate / dichloromethane / Inert atmosphere

7.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - -10 °C / Inert atmosphere

7.2: 0.5 h / -78 °C / Inert atmosphere

8.1: thionyl chloride / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C / Inert atmosphere

8.2: 24 h

9.1: trifluoroacetic acid / dichloromethane / 4 h / Inert atmosphere

9.2: 1 h / Inert atmosphere

With sodium tetrahydroborate; n-butyllithium; thionyl chloride; oxalyl dichloride; iodine; magnesium; dimethyl sulfoxide; pyridinium chlorochromate; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water;

DOI:10.1021/acs.jmedchem.6b01592

upstream raw materials:

4-hydroxycyclohexyl carboxylic acid ethyl ester

ethyl 4-(methoxymethoxy)cyclohexanecarboxylate

C₉H₁₆O₄

(4-Methoxymethoxy-cyclohexyl)-methanol

Refernces