3,4,4-Triethoxy-2-(4-methoxyphenyl)cyclobut-2-en-1-one

Base Information

• Chemical Name: 3,4,4-Triethoxy-2-(4-methoxyphenyl)cyclobut-2-en-1-one
• CAS No.: 69009-18-3
• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.359
• DSSTox Substance ID: DTXSID30499362
• Wikidata: Q82350077

Synonyms:69009-18-3;3,4,4-Triethoxy-2-(4-methoxyphenyl)cyclobut-2-en-1-one;DTXSID30499362

Chemical Property of 3,4,4-Triethoxy-2-(4-methoxyphenyl)cyclobut-2-en-1-one

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 306.14672380
• Heavy Atom Count: 22
• Complexity: 415

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C(=O)C1(OCC)OCC)C2=CC=C(C=C2)OC

Technology Process of 3,4,4-Triethoxy-2-(4-methoxyphenyl)cyclobut-2-en-1-one

There total 3 articles about 3,4,4-Triethoxy-2-(4-methoxyphenyl)cyclobut-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:

4-Methoxyphenylacetic acid (104-01-8) → 3,4,4-Triethoxy-2-(4-methoxy-phenyl)-cyclobut-2-enone (69009-18-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / thionyl chloride

2: Et₃N / hexane / 1.) rt, 4 h 2.) 60 deg C, 0.5 h

With thionyl chloride; triethylamine; In hexane;

DOI:10.1021/jo00038a010

Reference yield:

tetraethoxyethene (40923-93-1) + 4-methoxyphenyl-acetic chloride (4693-91-8) → 3,4,4-Triethoxy-2-(4-methoxy-phenyl)-cyclobut-2-enone (69009-18-3) + (4-Methoxy-phenyl)-acetic acid 3,3,4,4-tetraethoxy-2-(4-methoxy-phenyl)-cyclobut-1-enyl ester

Guidance literature:

With triethylamine; In hexane; 1.) rt, 4 h 2.) 60 deg C, 0.5 h;

DOI:10.1021/jo00038a010

Reference yield:

→ 3,4,4-Triethoxy-2-(4-methoxy-phenyl)-cyclobut-2-enone (69009-18-3)

Guidance literature:

Saeurechlorid 1 (X = 4-CH3OC6H5) Alken 2 (R = C2H5), 2) SiO2, (C2H5)3N;

DOI:10.1021/ja00493a052

upstream raw materials:

tetraethoxyethene

4-methoxyphenyl-acetic chloride

4-Methoxyphenylacetic acid

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