Ethyl alpha-(p-Methoxyphenyl)-beta-(dimethylamino)propionate

Base Information

• Chemical Name: Ethyl alpha-(p-Methoxyphenyl)-beta-(dimethylamino)propionate
• CAS No.: 323176-93-8
• Molecular Formula: C14H21NO3
• Molecular Weight: 251.326
• European Community (EC) Number: 642-052-2
• UNII: 20A3002JTT
• Nikkaji Number: J2.555.392F
• Wikidata: Q27253455
• Mol file: 323176-93-8.mol

Synonyms:323176-93-8;Ethyl alpha-(p-Methoxyphenyl)-beta-(dimethylamino)propionate;ethyl 3-(dimethylamino)-2-(4-methoxyphenyl)propanoate;Ethoxycarbonyl descyclohexanol venlafaxine;20A3002JTT;Ethyl (2RS)-3-(dimethylamino)-2-(4-methoxyphenyl)propanoate;UNII-20A3002JTT;Ethyl |A-(p-Methoxyphenyl)-|A-(dimethylamino)propionate;Venlafaxine hydrochloride impurity B [EP];Ethyl ?-(p-Methoxyphenyl)-?-(dimethylamino)propionate;SCHEMBL6667892;AYXZUXPFYCNRFQ-UHFFFAOYSA-N;Benzeneacetic acid, alpha-((dimethylamino)methyl)-4-methoxy-, ethyl ester;SB82052;FT-0668319;EN300-267167;ethyl3-(dimethylamino)-2-(4-methoxyphenyl)propanoate;Q27253455;Z2503736279;VENLAFAXINE HYDROCHLORIDE IMPURITY B [EP IMPURITY];Ethyl alpha -(p-Methoxyphenyl)- beta -(dimethylamino)propionate;ETHYL .ALPHA.-(P-METHOXYPHENYL)-.BETA.-(DIMETHYLAMINO)PROPIONATE;BENZENEACETIC ACID, .ALPHA.-((DIMETHYLAMINO)METHYL)-4-METHOXY-, ETHYL ESTER

Chemical Property of Ethyl alpha-(p-Methoxyphenyl)-beta-(dimethylamino)propionate

Chemical Property:

• Boiling Point: 337.9±42.0 °C(Predicted)
• PKA: 8.61±0.28(Predicted)
• PSA: 38.77000
• Density: 1.045±0.06 g/cm3(Predicted)
• LogP: 1.90350
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 251.15214353
• Heavy Atom Count: 18
• Complexity: 247

Purity/Quality:

≥99.0% ^*data from raw suppliers

Ethylα-(p-Methoxyphenyl)-β-(dimethylamino)propionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CN(C)C)C1=CC=C(C=C1)OC
• Uses: An impurity of Venlafaxine (impurity B). Ethyl α-(p-Methoxyphenyl)-β-(dimethylamino)propionate (Venlafaxine EP Impurity B) is an impurity of Venlafaxine (impurity B).

Technology Process of Ethyl alpha-(p-Methoxyphenyl)-beta-(dimethylamino)propionate

There total 2 articles about Ethyl alpha-(p-Methoxyphenyl)-beta-(dimethylamino)propionate 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:

ethyl α-(p-methoxyphenyl)-β-(dimethylamino)acrylate → ethyl 3-(dimethylamino)-2-(4-methoxyphenyl) propanoate (323176-93-8)

Guidance literature:

In ethanol; dichloromethane; water;

Reference yield:

2-(4-methoxyphenyl)propenoic acid ethyl eter (39729-00-5) + dimethyl amine (124-40-3) → ethyl 3-(dimethylamino)-2-(4-methoxyphenyl) propanoate (323176-93-8)

Guidance literature:

With iron(III) chloride; In tetrahydrofuran; toluene; at 20 ℃; for 0.75h;

DOI:10.1080/00397910701572266

Reference yield: 50.0%

ethyl 3-(dimethylamino)-2-(4-methoxyphenyl) propanoate (323176-93-8) + 1,5-dibromo-pentane (111-24-0) → 1-[2-dimethylamino-1-(4-methoxyphenyl)ethyl]cyclohexanol (93413-69-5)

Guidance literature:

1,5-dibromo-pentane; With magnesium; In tetrahydrofuran; at 20 ℃; for 1.5h;

ethyl 3-(dimethylamino)-2-(4-methoxyphenyl) propanoate; In tetrahydrofuran; for 3.5h; Further stages.; Heating;

DOI:10.1080/00397910701572266

upstream raw materials:

2-(4-methoxyphenyl)propenoic acid ethyl eter

dimethyl amine

Downstream raw materials:

1-[2-dimethylamino-1-(4-methoxyphenyl)ethyl]cyclohexanol