2-(1-Hydroxycyclohexyl)-2-(4-methoxyphenyl)acetonitrile

Base Information

• Chemical Name: 2-(1-Hydroxycyclohexyl)-2-(4-methoxyphenyl)acetonitrile
• CAS No.: 131801-69-9
• Molecular Formula: C₁₅H₁₉NO₂
• Molecular Weight: 245.321
• European Community (EC) Number: 603-519-6,618-945-8
• DSSTox Substance ID: DTXSID101257342
• Nikkaji Number: J2.089.971I
• Mol file: 131801-69-9.mol

Synonyms:93413-76-4;2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)acetonitrile;131801-69-9;1-[Cyano-(p-methoxyphenyl)methyl]cyclohexanol;1-(Hydroxycyclohexyl)-(4-methoxyphenyl)acetonitrile;1-[Cyano(4-methoxyphenyl)methyl]cyclohexanol;1-[Cyano-(4-methoxyphenyl)methyl]cyclohexanol;1-Hydroxycyclohexyl-(4-methoxyphenyl)acetonitrile;1-Hydroxycyclohexyl)-(4-methoxyphenyl)acetonitrile;(1-Hydroxycyclohexyl)-(4-methoxyphenyl)aceton itrile;(1-Hydroxycyclohexyl)(4-methoxyphenyl)acetonitrile;1-(Cyano-(4-methoxyphenyl)methyl)cyclohexanol;Venlafaxine Cyano;1-(hydrocyclohexyl)-(4-methoxyphenyl)acetonitrile;1-[Cyano-methyl]cyclohexanol;SCHEMBL1671921;ASYJSBPNAIDUHX-UHFFFAOYSA-N;INTERMEDIATE OF VENLAFAXINE;DTXSID101257342;AMY32702;BCP08873;AC-572;MFCD06658142;AKOS015889694;AS-37928;1-[cyano(p-methoxyphenyl)methyl]cyclohexanol;1[cyano-(4-methoxyphenvl)methyl]cyclohexanol;CS-0186384;FT-0642243;FT-0665294;H1303;1-[cyano(4-methoxy-phenyl)methyl]cyclohexanol;1-[cyano(4-methoxyphenyl) methyl]cyclohexanol;1-[cyano(4-methoxyphenyl)-methyl]cyclohexanol;1-[cyano(p-methoxy phenyl)methyl]cyclohexanol;1-[cyano(p-methoxyphenyl)methyl] cyclohexanol;1-[cyano-(4-methoxy phenyl)methyl]cyclohexanol;1-[Cyano-(4-methoxyphenyl)methyl]-cyclohexanol;J-006057;1-HYDROXYCYCLOHEXYL-4-METHOXYPHENYLACETONITRILE;alpha(1-Hydroxycyclohexyl)-p-methoxyphenylacetonitrile;(1-hydroxy-cyclohexyl)-(4-methoxy-phenyl)-acetonitrile;alpha-(1-Hydroxycyclohexyl)-4-methoxybenzeneacetonitrile;?-(1-Hydroxycyclohexyl)-4-methoxy-benzeneacetonitrile;?-(p-Methoxyphenyl)-?-(1-hydroxycyclohexyl)acetonitrile;(4-Methoxyphenyl)-(1-hydroxycyclohex-1-yl)acetonitrile;1-[Cyano(p-methoxyphenyl)methyl]cyclohexanol

Chemical Property of 2-(1-Hydroxycyclohexyl)-2-(4-methoxyphenyl)acetonitrile

Chemical Property:

• Boiling Point: 410.146 °C at 760 mmHg
• Flash Point: 201.849 °C
• PSA: 53.25000
• Density: 1.142 g/cm³
• LogP: 2.99758
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 245.141578849
• Heavy Atom Count: 18
• Complexity: 306

Purity/Quality:

98% ^*data from raw suppliers

1-[CYANO(4-METHOXYPHENYL)METHYL]CYCLOHEXANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(C#N)C2(CCCCC2)O

Technology Process of 2-(1-Hydroxycyclohexyl)-2-(4-methoxyphenyl)acetonitrile

There total 8 articles about 2-(1-Hydroxycyclohexyl)-2-(4-methoxyphenyl)acetonitrile 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: 98.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + p-methoxybenzylnitrile (104-47-2) → 1-[cyano(4-methoxyphenyl)methyl]cyclohexanol (93413-76-4,131801-69-9)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In methanol; at 25 - 30 ℃; for 6h;

DOI:10.1080/15421400701432404

Reference yield: 96.0%

p-methoxybenzylnitrile (104-47-2) + cyclohexanol (108-93-0) → 1-[cyano(4-methoxyphenyl)methyl]cyclohexanol (93413-76-4,131801-69-9)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In methanol; at 25 - 30 ℃; for 15h;

DOI:10.1016/j.bmcl.2004.03.098

Reference yield: 90.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-[cyano(4-methoxyphenyl)methyl]cyclohexanol (93413-76-4,131801-69-9)

Guidance literature:

p-methoxybenzylnitrile; With sodium hydroxide; polyethylene glycol; In water; at 0 - 5 ℃; for 2h;

cyclohexanone; With sodium hydroxide; In water; at 0 - 20 ℃; for 13.5h;

upstream raw materials:

cyclohexanone

p-methoxybenzylnitrile

cyclohexanol

4-methoxybenzonitrile

Downstream raw materials:

N,N-Didesmethyldesvenlafaxine

N-Desmethylvenlafaxine hydrochloride

N-[2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethyl]formamide

Refernces

• 1、 Basappa,Kavitha,Rangappa. "Simple and an efficient method for the synthesis of 1-[2-dimethylamino-1- (4-methoxy-phenyl)-ethyl]-cyclohexanol hydrochloride: (±) venlafaxine racemic mixtures". . p. 3279 - 3281. Retrieved 2004.
• 2、 -. "Preparation method of venlafaxine amine impurity". Paragraph 0016; 0033-0035. . Retrieved 2021/05/12.
• 3、 -. "Preparation method of venlafaxine impurity E (by machine translation)". Paragraph 0025; 0029. . Retrieved 2020/09/30.