methyl 1-(but-1-en-4-yl)-2,6-dimethoxycyclohexa-2,5-diene-1-carboxylate

Base Information

• Chemical Name: methyl 1-(but-1-en-4-yl)-2,6-dimethoxycyclohexa-2,5-diene-1-carboxylate
• CAS No.: 82939-67-1
• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31
• Mol file: 82939-67-1.mol

Synonyms:methyl 1-(but-1-en-4-yl)-2,6-dimethoxycyclohexa-2,5-diene-1-carboxylate

Chemical Property of methyl 1-(but-1-en-4-yl)-2,6-dimethoxycyclohexa-2,5-diene-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-(but-1-en-4-yl)-2,6-dimethoxycyclohexa-2,5-diene-1-carboxylate

There total 3 articles about methyl 1-(but-1-en-4-yl)-2,6-dimethoxycyclohexa-2,5-diene-1-carboxylate 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:

1-bromo-4-butene (5162-44-7) + methyl 2,6-dimethoxybenzoate (2065-27-2) → methyl 1-(but-1-en-4-yl)-2,6-dimethoxycyclohexa-2,5-diene-1-carboxylate (82939-67-1)

Guidance literature:

With lithium; tert-butyl alcohol; Yield given. Multistep reaction; 1.) THF, ammonia, -78 deg C, 15 min; 2.) THF, -33 deg C;

DOI:10.1021/ja00224a045

Reference yield:

1,4-dihydro-2,6-dimethoxybenzoic acid (58310-18-2) → methyl 1-(but-1-en-4-yl)-2,6-dimethoxycyclohexa-2,5-diene-1-carboxylate (82939-67-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / K₂CO₃ / acetone / 6 h / Heating

2: 1.) (i-Pr)2NLi / 1.) THF, hexane, 0 deg C, 5 min, 2.) 0 deg C, 25 h

With potassium carbonate; lithium diisopropyl amide; In acetone;

Reference yield:

1-bromo-4-butene (5162-44-7) + methyl 2,6-dimethoxy-2,5-cyclohexadiene-1-carboxylate (82939-66-0) → methyl 1-(but-1-en-4-yl)-2,6-dimethoxycyclohexa-2,5-diene-1-carboxylate (82939-67-1)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, 0 deg C, 10 min, 2.) 0 deg C;

DOI:10.1039/c39820000502

upstream raw materials:

1-bromo-4-butene

methyl 2,6-dimethoxybenzoate

methyl 2,6-dimethoxy-2,5-cyclohexadiene-1-carboxylate

1,4-dihydro-2,6-dimethoxybenzoic acid

Downstream raw materials:

2-(but-1-en-4-yl)-2-<<(2-methoxyethoxy)methoxy>methyl>cyclohexane-1,3-dione

6-But-3-enyl-1,5-dimethoxy-6-(2-methoxy-ethoxymethoxymethyl)-cyclohexa-1,4-diene

2-<<(2-methoxyethoxy)methoxy>methyl>-2-(3-oxobutyl)cyclohexane-1,3-dione

3-(but-1-en-4-yl)-3-hydroxymethyl-2,4-dimethoxycyclohexa-1,4-diene