7,7-dichloro-3-[2-(3,4,5-trimethoxyphenyl)ethyl]bicyclo[4.1.0]hept-3-en-1-ol

Base Information

• Chemical Name: 7,7-dichloro-3-[2-(3,4,5-trimethoxyphenyl)ethyl]bicyclo[4.1.0]hept-3-en-1-ol
• CAS No.: 731849-14-2
• Molecular Formula: C₁₈H₂₂Cl₂O₄
• Molecular Weight: 373.276

Synonyms:7,7-dichloro-3-[2-(3,4,5-trimethoxyphenyl)ethyl]bicyclo[4.1.0]hept-3-en-1-ol

Chemical Property of 7,7-dichloro-3-[2-(3,4,5-trimethoxyphenyl)ethyl]bicyclo[4.1.0]hept-3-en-1-ol

Chemical Property:

Purity/Quality:

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Technology Process of 7,7-dichloro-3-[2-(3,4,5-trimethoxyphenyl)ethyl]bicyclo[4.1.0]hept-3-en-1-ol

There total 2 articles about 7,7-dichloro-3-[2-(3,4,5-trimethoxyphenyl)ethyl]bicyclo[4.1.0]hept-3-en-1-ol 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: 53.0%

sodium trichloroacetate (650-51-1) + 1,1,2,2-tetramethyl-1-sila-1-{5-[2-(3,4,5-trimethoxyphenyl)ethyl]cyclohexa-1,4-dienyloxy}propane (150312-47-3) → 7,7-dichloro-3-[2-(3,4,5-trimethoxyphenyl)ethyl]bicyclo[4.1.0]hept-3-en-1-ol (731849-14-2)

Guidance literature:

sodium trichloroacetate; 1,1,2,2-tetramethyl-1-sila-1-{5-[2-(3,4,5-trimethoxyphenyl)ethyl]cyclohexa-1,4-dienyloxy}propane; In 1,2-dimethoxyethane; for 5h; Heating;

With hydrogen fluoride; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1016/S0968-0896(02)00052-4

Reference yield:

2,6-dimethoxy-4-{2-[5-(1,1,2,2-tetramethyl-1-silapropoxy)cyclohexa-1,4-dienyl]ethyl}phenol (731849-04-0) → 7,7-dichloro-3-[2-(3,4,5-trimethoxyphenyl)ethyl]bicyclo[4.1.0]hept-3-en-1-ol (731849-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 97 percent / diethyl ether / 30 h / 0 - 20 °C

2.1: 1,2-dimethoxy-ethane / 5 h / Heating

2.2: 53 percent / 20 percent HF / acetonitrile / 12 h / 20 °C

In 1,2-dimethoxyethane; diethyl ether;

DOI:10.1016/S0968-0896(02)00052-4

Reference yield: 67.0%

7,7-dichloro-3-[2-(3,4,5-trimethoxyphenyl)ethyl]bicyclo[4.1.0]hept-3-en-1-ol (731849-14-2) → 8,8-dichloro-4-oxa-3-[2-(3,4,5-trimethoxyphenyl)ethyl]tricyclo[5.1.0.03,5]octan-1-ol (150312-48-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 3.5h;

DOI:10.1016/S0968-0896(02)00052-4

upstream raw materials:

sodium trichloroacetate

1,1,2,2-tetramethyl-1-sila-1-{5-[2-(3,4,5-trimethoxyphenyl)ethyl]cyclohexa-1,4-dienyloxy}propane

2,6-dimethoxy-4-{2-[5-(1,1,2,2-tetramethyl-1-silapropoxy)cyclohexa-1,4-dienyl]ethyl}phenol

Downstream raw materials:

8,8-dichloro-4-oxa-3-[2-(3,4,5-trimethoxyphenyl)ethyl]tricyclo[5.1.0.0^3,5]octan-1-ol

2-methoxy-6-[2-(3,4,5-trimethoxy-phenyl)-ethyl]-cyclohepta-2,4,6-trienone

2-fluoro-4-[2-(3,4,5-trimethoxy-phenyl)-ethyl]-cyclohepta-2,4,6-trienone

2-fluoro-6-[2-(3,4,5-trimethoxy-phenyl)-ethyl]-cyclohepta-2,4,6-trienone

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