Cyclobutanecarboxylic acid, 1-formyl-, methyl ester (9CI)

Base Information

• Chemical Name: Cyclobutanecarboxylic acid, 1-formyl-, methyl ester (9CI)
• CAS No.: 155380-49-7
• Molecular Formula: C7H10 O3
• Molecular Weight: 142.1525
• Mol file: 155380-49-7.mol

Synonyms:Methyl1-formylcyclobutanecarboxylate

Chemical Property of Cyclobutanecarboxylic acid, 1-formyl-, methyl ester (9CI)

Chemical Property:

• PSA: 43.37000
• LogP: 0.52860

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclobutanecarboxylic acid, 1-formyl-, methyl ester (9CI)

There total 3 articles about Cyclobutanecarboxylic acid, 1-formyl-, methyl ester (9CI) 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: 52.0%

dimethyl cyclobutane-1,1-dicarboxylate (10224-72-3) → 1-Formyl-1-methylcyclobutanecarboxylate (155380-49-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 3h;

DOI:10.1021/jo00076a055

Reference yield:

1-(hydroxymethyl)cyclobutanecarboxylic acid methyl ester (1073-86-5) → 1-Formyl-1-methylcyclobutanecarboxylate (155380-49-7)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃; for 20.75h;

Reference yield:

cyclobutane-1,1'-dicarboxylic acid (5445-51-2) → 1-Formyl-1-methylcyclobutanecarboxylate (155380-49-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / conc. H₂SO₄ / CH₂Cl₂ / 15 h / Heating

2: 52 percent / DIBALH / CH₂Cl₂ / 3 h / -78 °C

With sulfuric acid; diisobutylaluminium hydride; In dichloromethane;

DOI:10.1021/jo00076a055

upstream raw materials:

dimethyl cyclobutane-1,1-dicarboxylate

cyclobutane-1,1'-dicarboxylic acid

1-(hydroxymethyl)cyclobutanecarboxylic acid methyl ester