(d,l) 4-<2-(3-methoxyphenyl)ethyl>-7a-methyl-1-methylene-5-oxo-1-indene-4-carboxylic acid, ethyl ester

Base Information

• Chemical Name: (d,l) 4-<2-(3-methoxyphenyl)ethyl>-7a-methyl-1-methylene-5-oxo-1-indene-4-carboxylic acid, ethyl ester
• CAS No.: 135215-64-4
• Molecular Formula: C₂₃H₃₀O₄
• Molecular Weight: 370.489
• Mol file: 135215-64-4.mol

Synonyms:

Chemical Property of (d,l) 4-<2-(3-methoxyphenyl)ethyl>-7a-methyl-1-methylene-5-oxo-1-indene-4-carboxylic acid, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (d,l) 4-<2-(3-methoxyphenyl)ethyl>-7a-methyl-1-methylene-5-oxo-1-indene-4-carboxylic acid, ethyl ester

There total 7 articles about (d,l) 4-<2-(3-methoxyphenyl)ethyl>-7a-methyl-1-methylene-5-oxo-1-indene-4-carboxylic 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: 50.0%

(E)-ethyl 2-<2-(3-methoxyphenyl)ethyl>-6-methyl-2-oxo-6,10-undecadienoate (135215-63-3) → (d,l) 4-<2-(3-methoxyphenyl)ethyl>-7a-methyl-1-methylene-5-oxo-1-indene-4-carboxylic acid, ethyl ester (135215-64-4)

Guidance literature:

With copper diacetate; manganese triacetate; acetic acid; for 3.5h; Ambient temperature;

DOI:10.1080/00397919108019777

Reference yield:

3-Hydroxy-2-methylhepta-1,6-diene (53268-46-5) → (d,l) 4-<2-(3-methoxyphenyl)ethyl>-7a-methyl-1-methylene-5-oxo-1-indene-4-carboxylic acid, ethyl ester (135215-64-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 86 percent / EtCO₂H / 1.5 h / 139 °C

2: aq. NaOH / ethanol / 2.5 h / Heating

3: ClCOCOCl / benzene / 14 h / Ambient temperature

4: 65 percent / lithium isopropylcyclohexylamide (LICA) / tetrahydrofuran / 0.42 h / -78 °C

5: 56 percent / EtONa / ethanol / 20 h / Heating

6: 50 percent / Mn(OAc)3*2H₂O, Cu(OAc)2*H₂O, HOAc / 3.5 h / Ambient temperature

With sodium hydroxide; copper diacetate; oxalyl dichloride; sodium ethanolate; manganese triacetate; lithium cyclohexylisopropylamide; acetic acid; propionic acid; In tetrahydrofuran; ethanol; benzene;

DOI:10.1080/00397919108019777

Reference yield:

3-methoxyphenethyl bromide (2146-61-4) → (d,l) 4-<2-(3-methoxyphenyl)ethyl>-7a-methyl-1-methylene-5-oxo-1-indene-4-carboxylic acid, ethyl ester (135215-64-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / EtONa / ethanol / 20 h / Heating

2: 50 percent / Mn(OAc)3*2H₂O, Cu(OAc)2*H₂O, HOAc / 3.5 h / Ambient temperature

With copper diacetate; sodium ethanolate; manganese triacetate; acetic acid; In ethanol;

DOI:10.1080/00397919108019777

upstream raw materials:

(E)-ethyl 2-<2-(3-methoxyphenyl)ethyl>-6-methyl-2-oxo-6,10-undecadienoate

3-Hydroxy-2-methylhepta-1,6-diene

3-methoxyphenethyl bromide

Ethyl (4E)-4-methyl-4,8-nonadienoate

Downstream raw materials:

(3aR,7aS)-4-[2-(3-Methoxy-phenyl)-ethyl]-7a-methyl-hexahydro-indene-1,5-dione