Ethyl 4-(dimethylamino)butanoate

Base Information

• Chemical Name: Ethyl 4-(dimethylamino)butanoate
• CAS No.: 22041-23-2
• Molecular Formula: C8H17 N O2
• Molecular Weight: 159.228
• Hs Code.: 2922499990
• NSC Number: 40246
• UNII: KL1P3VC64F
• DSSTox Substance ID: DTXSID00176517
• Nikkaji Number: J42.782I
• Wikidata: Q83046840
• Mol file: 22041-23-2.mol

Synonyms:Ethyl 4-(dimethylamino)butanoate;22041-23-2;Ethyl 4-(dimethylamino)butyrate;Butanoic acid, 4-(dimethylamino)-, ethyl ester;KL1P3VC64F;Ethyl-gamma-dimethylaminobutyrate;DF 491;NSC 40246;NSC-40246;BUTYRIC ACID, 4-(DIMETHYLAMINO)-, ETHYL ESTER;BRN 1756820;UNII-KL1P3VC64F;SCHEMBL4618714;DTXSID00176517;NSC40246;4-(Dimethylamino)butyric acid ethyl ester;LS-47978;ETHYL N,N-DIMETHYL-4-AMINOBUTANOATE;FT-0706157;3-04-00-01317 (Beilstein Handbook Reference)

Chemical Property of Ethyl 4-(dimethylamino)butanoate

Chemical Property:

• Vapor Pressure: 0.436mmHg at 25°C
• Boiling Point: 194.7°C at 760 mmHg
• PKA: 9.40±0.28(Predicted)
• Flash Point: 65.8°C
• PSA: 29.54000
• Density: 0.929g/cm³
• LogP: 0.89130
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 159.125928785
• Heavy Atom Count: 11
• Complexity: 113

Purity/Quality:

99% ^*data from raw suppliers

ETHYL 4-(DIMETHYLAMINO)BUTANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCN(C)C

Technology Process of Ethyl 4-(dimethylamino)butanoate

There total 4 articles about Ethyl 4-(dimethylamino)butanoate 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: 92.0%

Ethyl 4-bromobutyrate (2969-81-5) + dimethyl amine (124-40-3) → ethyl N,N-dimethyl-4-aminobutanoate (22041-23-2)

Guidance literature:

In toluene; Reflux;

DOI:10.1016/j.tet.2011.12.030

Reference yield:

ethanol (64-17-5) + 4-dimethylamino-butyric acid (693-11-8) → ethyl N,N-dimethyl-4-aminobutanoate (22041-23-2)

Guidance literature:

With hydrogenchloride;

Reference yield:

1,3-diethyl 2-[2-(dimethylamino)ethyl]propanedioate (5429-29-8) → ethyl N,N-dimethyl-4-aminobutanoate (22041-23-2)

Guidance literature:

Multistep reaction; (i) aq. HCl, (ii) H₂SO₄, EtOH;

DOI:10.1111/j.2042-7158.1964.tb07521.x

upstream raw materials:

ethanol

4-dimethylamino-butyric acid

1,3-diethyl 2-[2-(dimethylamino)ethyl]propanedioate

Ethyl 4-bromobutyrate

Downstream raw materials:

4-(benzyldimethylammonio)butanoate

N-benzyl-4-ethoxy-N,N-dimethyl-4-oxobutan-1-aminium bromide

4-(dimethylamino)butyric acid hydrochloride

3-(4-(dimethylamino)butanamido)benzoic acid