1-(1-(4-(Benzyloxy)phenyl)-2-(dimethylamino)ethyl)cyclohexanol

Base Information

• Chemical Name: 1-(1-(4-(Benzyloxy)phenyl)-2-(dimethylamino)ethyl)cyclohexanol
• CAS No.: 93413-61-7
• Molecular Formula: C23H31NO2
• Molecular Weight: 353.505
• Hs Code.: 2922509090
• European Community (EC) Number: 618-943-7
• UNII: PKC68M4LCM
• DSSTox Substance ID: DTXSID901166440
• Mol file: 93413-61-7.mol

Synonyms:93413-61-7;1-(1-(4-(Benzyloxy)phenyl)-2-(dimethylamino)ethyl)cyclohexanol;1-[1-(4-BENZYLOXYPHENYL)-2-(DIMETHYLAMINO)ETHYL]CYCLOHEXANOL;PKC68M4LCM;Desvenlafaxine benzyl ether;1-[2-AMINO-1-(4-BENZYLOXYPHENYL)-ETHYL]-CYCLOHEXANOL;1-[2-(dimethylamino)-1-(4-phenylmethoxyphenyl)ethyl]cyclohexan-1-ol;1-(1-(4-Benzyloxyphenyl)-2-(dimethylamino)ethyl)cyclohexanol;1-(2-(Dimethylamino)-1-(4-phenylmethoxyphenyl)ethyl)cyclohexan-1-ol;Cyclohexanol, 1-(2-(dimethylamino)-1-(4-(phenylmethoxy)phenyl)ethyl)-;FSSWQHLSQWTHIB-UHFFFAOYSA-N;UNII-PKC68M4LCM;SCHEMBL1070272;DTXSID901166440;1-[2-(Dimethylamino)-1-[4-(phenylmethoxy)phenyl]ethyl]cyclohexanol;AKOS015899894;AC-22734;A852323;1-[1-(4-Benzyloxy-phenyl)-2-dimethylamino-ethyl]-cyclohexanol;1-[2-(Dimethylamino)-1-(4-benzyloxyphenyl)ethyl]cyclohexanol

Chemical Property of 1-(1-(4-(Benzyloxy)phenyl)-2-(dimethylamino)ethyl)cyclohexanol

Chemical Property:

• Vapor Pressure: 1.42E-10mmHg at 25°C
• Refractive Index: 1.578
• Boiling Point: 493.9 °C at 760 mmHg
• Flash Point: 252.5 °C
• PSA: 32.70000
• Density: 1.096 g/cm³
• LogP: 4.60600
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 353.235479232
• Heavy Atom Count: 26
• Complexity: 391

Purity/Quality:

99% ^*data from raw suppliers

1-(1-(4-(Benzyloxy)phenyl)-2-(dimethylamino)ethyl)cyclohexanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC(C1=CC=C(C=C1)OCC2=CC=CC=C2)C3(CCCCC3)O
• Uses: 1-(1-(4-(Benzyloxy)phenyl)-2-(dimethylamino)ethyl)cyclohexanol is a reactant used in the synthesis of O-desmethylvenlafaxine succinate.

Technology Process of 1-(1-(4-(Benzyloxy)phenyl)-2-(dimethylamino)ethyl)cyclohexanol

There total 7 articles about 1-(1-(4-(Benzyloxy)phenyl)-2-(dimethylamino)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: 83.3%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-[2-amino-1-(4-benzyloxyphenyl)ethyl]cyclohexanol (1168135-16-7) → 1-[2-(dimethylamino)-1-(4-benzyloxyphenyl)ethyl]cyclohexanol (93413-61-7)

Guidance literature:

formaldehyd; 1-[2-amino-1-(4-benzyloxyphenyl)ethyl]cyclohexanol; With formic acid; In water; at 95 - 100 ℃; for 15 - 20h;

With sodium hydroxide; In water; at 10 ℃; pH=9.5 - 10;

Reference yield: 66.0%

1-[(4-benzyloxyphenyl)dimethylaminocarbonylmethyl]cyclohexanol (955365-79-4) → 1-[2-(dimethylamino)-1-(4-benzyloxyphenyl)ethyl]cyclohexanol (93413-61-7)

Guidance literature:

1-[(4-benzyloxyphenyl)dimethylaminocarbonylmethyl]cyclohexanol; With borane-THF; In tetrahydrofuran; at 0 ℃; for 3.33h; Heating / reflux;

With hydrogenchloride; In tetrahydrofuran; water; for 3h; Heating / reflux;

With sodium hydroxide; In tetrahydrofuran; water;

Reference yield: 62.0%

1,5-dibromo-pentane (111-24-0) + 2-(4-benzyloxy-phenyl)-3-dimethylamino-propionic acid methyl ester (1261351-55-6) → 1-[2-(dimethylamino)-1-(4-benzyloxyphenyl)ethyl]cyclohexanol (93413-61-7)

Guidance literature:

1,5-dibromo-pentane; With iodine; magnesium; In tetrahydrofuran; for 2h; Reflux;

2-(4-benzyloxy-phenyl)-3-dimethylamino-propionic acid methyl ester; In tetrahydrofuran; at 0 - 30 ℃;

With water; ammonium chloride; In tetrahydrofuran;

upstream raw materials:

1-[(4-benzyloxyphenyl)dimethylaminocarbonylmethyl]cyclohexanol

2-(4-benzyloxy-phenyl)-N,N-dimethyl-acetamide

cyclohexanone

formaldehyd

Downstream raw materials:

O-desmethylvenlafaxine

(-)-O-desmethylvenlafaxine hydrochloride

(R)-1-(2-(dimethylamino)-1-(4-benzyloxyphenyl)ethyl)cyclohexanol

Refernces

• 1、 -. "PROCESS FOR PRODUCING 1-[2-(DIMETHYLAMINO)-1-(4-PHENOL)ETHYL]CYCLOHEXANOL". Page/Page column 9. . Retrieved 2009/08/14.
• 2、 -. "SOLID FORMS COMPRISING (-) O-DESMETHYLVENLAFAXINE AND USES THEREOF". Page/Page column 66-68. . Retrieved 2008/12/08.