5-(3-methoxyphenyl)oxepan-2-one

Base Information

• Chemical Name: 5-(3-methoxyphenyl)oxepan-2-one
• CAS No.: 1402080-49-2
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.268
• Mol file: 1402080-49-2.mol

Synonyms:5-(3-methoxyphenyl)oxepan-2-one

Chemical Property of 5-(3-methoxyphenyl)oxepan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(3-methoxyphenyl)oxepan-2-one

There total 6 articles about 5-(3-methoxyphenyl)oxepan-2-one 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:

4-(3-methoxyphenyl)cyclohexan-1-one (40503-91-1) → 5-(3-methoxyphenyl)oxepan-2-one (1402080-49-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In ethyl acetate; at 35 ℃; for 18h;

DOI:10.1021/ja309262f DOI:10.1021/ja309262f DOI:10.1021/ja3112719

Reference yield:

3-methoxyphenyl bromide (2398-37-0) → 5-(3-methoxyphenyl)oxepan-2-one (1402080-49-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: magnesium / tetrahydrofuran / Reflux

1.2: 20 °C / Reflux

2.1: pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate / 0 - 80 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 5 h / 30003 Torr

4.1: sulfuric acid / tetrahydrofuran; water / 1.5 h

5.1: 3-chloro-benzenecarboperoxoic acid / ethyl acetate / 18 h / 35 °C

With pyridine; sulfuric acid; palladium 10% on activated carbon; hydrogen; magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; methanol; water; ethyl acetate; 5.1: |Baeyer-Villiger Ketone Oxidation;

DOI:10.1021/ja309262f

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → 5-(3-methoxyphenyl)oxepan-2-one (1402080-49-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: magnesium / tetrahydrofuran / Reflux

1.2: 20 °C / Reflux

2.1: pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate / 0 - 80 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 5 h / 30003 Torr

4.1: sulfuric acid / tetrahydrofuran; water / 1.5 h

5.1: 3-chloro-benzenecarboperoxoic acid / ethyl acetate / 18 h / 35 °C

With pyridine; sulfuric acid; palladium 10% on activated carbon; hydrogen; magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; methanol; water; ethyl acetate; 5.1: |Baeyer-Villiger Ketone Oxidation;

DOI:10.1021/ja309262f

upstream raw materials:

8-(3-methoxyphenyl)-1,4-dioxaspiro[4.5]dec-7-ene

8-(3-methoxy-phenyl)-1,4-dioxa-spiro[4.5]decan-8-ol

3-methoxyphenyl bromide

cyclohexanedione monoethylene ketal

Refernces

• 1、 Zhou, Lin,Liu, Xiaohua,Ji, Jie,Zhang, Yuheng,Hu, Xiaolei,Lin, Lili,Feng, Xiaoming. "Enantioselective baeyer-villiger oxidation: Desymmetrization of meso cyclic ketones and kinetic resolution of racemic 2-arylcyclohexanones". . p. 17023 - 17026. Retrieved 2013/01/15.