3-Ethoxy-4-methylcyclohex-2-en-1-one

Base Information

• Chemical Name: 3-Ethoxy-4-methylcyclohex-2-en-1-one
• CAS No.: 87994-96-5
• Molecular Formula: C9H14O2
• Molecular Weight: 154.209
• DSSTox Substance ID: DTXSID50517653
• Mol file: 87994-96-5.mol

Synonyms:3-Ethoxy-4-methylcyclohex-2-en-1-one;87994-96-5;DTXSID50517653

Chemical Property of 3-Ethoxy-4-methylcyclohex-2-en-1-one

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 154.099379685
• Heavy Atom Count: 11
• Complexity: 182

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC1=CC(=O)CCC1C

Technology Process of 3-Ethoxy-4-methylcyclohex-2-en-1-one

There total 4 articles about 3-Ethoxy-4-methylcyclohex-2-en-1-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: 91.0%

3-Ethoxycyclohex-2-en-1-one (5323-87-5) + methyl iodide (74-88-4) → 3-ethoxy-4-methylcyclohex-2-enone (87994-96-5)

Guidance literature:

3-Ethoxycyclohex-2-en-1-one; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

methyl iodide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.200800930

Reference yield:

methyl α-methyl-γ-carboethoxy-γ-acetylbutyrate (74650-83-2) → 3-ethoxy-4-methylcyclohex-2-enone (87994-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol. sodium methylate / anschliessend Erwaermen mit wss. KOH

2: benzene; toluene-4-sulfonic acid / unter Entfernen des entstehenden H₂O

With sodium methylate; toluene-4-sulfonic acid; benzene;

Reference yield:

ethanol (64-17-5) + 4-methyl-cyclohexane-1,3-dione (14203-46-4) → 3-ethoxy-4-methylcyclohex-2-enone (87994-96-5)

Guidance literature:

With toluene-4-sulfonic acid; benzene; unter Entfernen des entstehenden H₂O;

upstream raw materials:

ethanol

4-methyl-cyclohexane-1,3-dione

orthoformic acid triethyl ester

methyl α-methyl-γ-carboethoxy-γ-acetylbutyrate

Downstream raw materials:

3-(3-hydroxypropyl)-4-methyl-cyclohex-2-enone

3-(3-(tert-butyldimethylsilanyloxy)propyl)-4-methyl-cyclohex-2-enone

4-methyl-4-<2-<(trimethylsilyl)methyl>allyl>-3-vinyl-2-cyclohexen-1-one

3-<4-hexenyl-6-(trimethylsilyl)>-4-methyl-cyclohex-2-en-1-one