1,5-Dimethoxy-3-(methoxymethyl)-1,4-cyclohexadiene

Base Information

• Chemical Name: 1,5-Dimethoxy-3-(methoxymethyl)-1,4-cyclohexadiene
• CAS No.: 227201-35-6
• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.235
• DSSTox Substance ID: DTXSID701229474
• Nikkaji Number: J1.443.010E
• Mol file: 227201-35-6.mol

Synonyms:1,5-Dimethoxy-3-(methoxymethyl)-1,4-cyclohexadiene;SCHEMBL8166624;DTXSID701229474;227201-35-6

Chemical Property of 1,5-Dimethoxy-3-(methoxymethyl)-1,4-cyclohexadiene

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 184.109944368
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COCC1C=C(CC(=C1)OC)OC

Technology Process of 1,5-Dimethoxy-3-(methoxymethyl)-1,4-cyclohexadiene

There total 3 articles about 1,5-Dimethoxy-3-(methoxymethyl)-1,4-cyclohexadiene 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: 95.0%

(3,5-dimethoxycyclohexa-2,5-dien-1-yl)methanol (90612-16-1) + methyl iodide (74-88-4) → 1,5-dimethoxy-3-methoxymethyl-cyclohexa-1,4-diene (227201-35-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0040-4039(00)01780-9

Reference yield: 91.0%

→ 1,5-dimethoxy-3-methoxymethyl-cyclohexa-1,4-diene (227201-35-6)

Guidance literature:

Reference yield:

3,5-dimethoxycyclohexa-2,5-diene-1-carboxylic acid (24941-58-0) → 1,5-dimethoxy-3-methoxymethyl-cyclohexa-1,4-diene (227201-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride

2: sodium hydride

With lithium aluminium tetrahydride; sodium hydride;

upstream raw materials:

(3,5-dimethoxycyclohexa-2,5-dien-1-yl)methanol

methyl iodide

3,5-dimethoxycyclohexa-2,5-diene-1-carboxylic acid

Downstream raw materials:

3-methoxy-5-methoxymethyl-cyclohex-2-enone

toluene-4-sulfonic acid 5-oxo-5,6,7,8-tetrahydro-quinolin-7-ylmethyl ester

3-amino-5-methoxymethyl-2-cyclohexen-1-one