BETA-OXO-4-(PHENYLMETHOXY)-BENZENEPROPANOIC ACID ETHYL ESTER

Base Information

• Chemical Name: BETA-OXO-4-(PHENYLMETHOXY)-BENZENEPROPANOIC ACID ETHYL ESTER
• CAS No.: 53090-45-2
• Molecular Formula: C18H18O4
• Molecular Weight: 298.339
• Mol file: 53090-45-2.mol

Synonyms:ethyl 4-(benzyloxy)benzoylacetate;ethyl p-benzyloxybenzoylacetate;ethyl 3-(4-(benzyloxy)phenyl)-3-oxopropanoate;ethyl 4-benzyloxybenzoylacetate;ethyl benzyloxybenzoyl acetate;ethyl p-benzyloxy benzoyl acetate;ETHYL 3-[4-(BENZYLOXY)PHENYL]-3-OXOPROPANOATE;

Chemical Property of BETA-OXO-4-(PHENYLMETHOXY)-BENZENEPROPANOIC ACID ETHYL ESTER

Chemical Property:

• PSA: 52.60000
• LogP: 3.40150

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 3-oxo-3-(4-phenylmethoxyphenyl)propanoate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of BETA-OXO-4-(PHENYLMETHOXY)-BENZENEPROPANOIC ACID ETHYL ESTER

There total 8 articles about BETA-OXO-4-(PHENYLMETHOXY)-BENZENEPROPANOIC ACID ETHYL ESTER 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: 90.0%

4'-benzyloxy-acetophenone (54696-05-8) + Diethyl carbonate (105-58-8,76619-83-5) → ethyl 3-[4-(benzyloxy)phenyl]-3-oxopropanoate (53090-45-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 60 ℃; for 4h;

DOI:10.1002/chem.201303328

Reference yield: 44.0%

ethyl 2-(4'-benzyloxybenzoyl)acetoacetate → ethyl 3-[4-(benzyloxy)phenyl]-3-oxopropanoate (53090-45-2)

Guidance literature:

Reference yield:

benzyl bromide (100-39-0) → ethyl 3-[4-(benzyloxy)phenyl]-3-oxopropanoate (53090-45-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / ethanol / 48 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.08 h / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With sodium hydride; potassium carbonate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2014.01.050

upstream raw materials:

4'-benzyloxy-acetophenone

Diethyl carbonate

4-(benzyloxy)benzoic acid chloride

sodium ethyl acetylacetate enolate

Downstream raw materials:

5,7-dihydroxy-4-(4-hydroxyphenyl)-2H-1-benzopyran-2-one

5,7-dihydroxy-4'-benzyloxy-4-phenylcoumarin

7,4'-dihydroxy-5-methoxy-4-phenylcoumarin

4'-benzyloxy-5-hydroxy-7-methoxy-4-phenylcoumarin