Ethyl 4-(3,4-dimethoxyphenyl)-3-oxobutanoate

Base Information

• Chemical Name: Ethyl 4-(3,4-dimethoxyphenyl)-3-oxobutanoate
• CAS No.: 77483-49-9
• Molecular Formula: C14H18 O5
• Molecular Weight: 266.294
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID10506689
• Nikkaji Number: J874.926D
• Wikidata: Q82362550
• Mol file: 77483-49-9.mol

Synonyms:77483-49-9;ethyl 4-(3,4-dimethoxyphenyl)-3-oxobutanoate;Benzenebutanoic acid,3,4-dimethoxy-b-oxo-,ethyl ester;4-(3,4-DIMETHOXY-PHENYL)-3-OXO-BUTYRIC ACID ETHYL ESTER;DTXSID10506689;MFCD03844421;AKOS010951957;Ethyl 4-(3,4-dimethoxyphenyl)acetoacetate

Chemical Property of Ethyl 4-(3,4-dimethoxyphenyl)-3-oxobutanoate

Chemical Property:

• PSA: 61.83000
• LogP: 1.76860
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 266.11542367
• Heavy Atom Count: 19
• Complexity: 302

Purity/Quality:

97% ^*data from raw suppliers

4-(3,4-DIMETHOXY-PHENYL)-3-OXO-BUTYRIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)CC1=CC(=C(C=C1)OC)OC

Technology Process of Ethyl 4-(3,4-dimethoxyphenyl)-3-oxobutanoate

There total 8 articles about Ethyl 4-(3,4-dimethoxyphenyl)-3-oxobutanoate 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: 85.0%

3,4-dimethoxyphenylacetyl chloride (10313-60-7) + propanedioic acid monoethyl ester dilithium salt (119209-55-1) → Ethyl 3-oxo-4-(3,4-dimethoxyphenyl)butanoate (77483-49-9)

Guidance literature:

at -65 ℃; for 0.0833333h;

DOI:10.1055/s-1997-3214

Reference yield: 66.0%

3,4-dimethoxyphenylacetonitrile (93-17-4) + ethyl bromoacetate (105-36-2) → Ethyl 3-oxo-4-(3,4-dimethoxyphenyl)butanoate (77483-49-9)

Guidance literature:

3,4-dimethoxyphenylacetonitrile; ethyl bromoacetate; With methanesulfonic acid; zinc; In tetrahydrofuran; for 0.5h;

With hydrogenchloride; In tetrahydrofuran;

DOI:10.1055/s-2004-831197

Reference yield:

cycl-isopropylidene malonate (2033-24-1) + ethanol (64-17-5) + 3,4-dimethoxyphenylacetyl chloride (10313-60-7) → Ethyl 3-oxo-4-(3,4-dimethoxyphenyl)butanoate (77483-49-9)

Guidance literature:

cycl-isopropylidene malonate; 3,4-dimethoxyphenylacetyl chloride; With pyridine; In dichloromethane; at 0 - 23 ℃; for 8h;

With hydrogenchloride; In water;

ethanol; at 75 ℃; for 11h;

DOI:10.1021/ja804738b

upstream raw materials:

4-(3,4-dimethoxyphenyl)-3-oxo-butyronitrile

ethanol

3,4-dimethoxyphenylacetyl chloride

propanedioic acid monoethyl ester dilithium salt

Downstream raw materials:

(R)-(-)-Ethyl 3-hydroxy-4-(3,4-dimethoxyphenyl)butanoate

2-diazo-4-(3,4-dimethoxy-phenyl)-3-oxo-butyric acid ethyl ester