1-(3-Oxobutyl)cyclohexanecarbaldehyde

Base Information

• Chemical Name: 1-(3-Oxobutyl)cyclohexanecarbaldehyde
• CAS No.: 30834-43-6
• Molecular Formula: C₁₁H₁₈O₂
• Molecular Weight: 182.263
• DSSTox Substance ID: DTXSID701280573
• Nikkaji Number: J564.133K
• Mol file: 30834-43-6.mol

Synonyms:30834-43-6;DTXSID701280573;1-(3-Oxobutyl)cyclohexanecarbaldehyde;1-(3-Oxobutyl)cyclohexanecarboxaldehyde

Chemical Property of 1-(3-Oxobutyl)cyclohexanecarbaldehyde

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 182.130679813
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)CCC1(CCCCC1)C=O

Technology Process of 1-(3-Oxobutyl)cyclohexanecarbaldehyde

There total 7 articles about 1-(3-Oxobutyl)cyclohexanecarbaldehyde 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: 57.0%

(trimethylsiloxymethylidene)cyclohexane (53282-55-6) + trans-3-methoxybut-2-en-1-ol (67935-23-3) → 1-Formyl-1-(3-oxobutyl)cyclohexane (30834-43-6)

Guidance literature:

With boron trifluoride diethyl etherate; In nitromethane; at -20 ℃; for 1h;

DOI:10.1016/S0040-4020(01)82058-5

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-Formyl-1-(3-oxobutyl)cyclohexane (30834-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-butyllithium / 1) THF, -78 deg C, 1 h; 2) THF, reflux, 2 h

2: 1.) n-butyllithium / 1) THF, hexane, -78 deg C, 1 h; 2) HMPA, THF, room temperature, 18 h

With n-butyllithium;

DOI:10.1021/ja00538a027

Reference yield:

2-(2-bromoethyl)-2-methyl-1,3-dioxolane (37865-96-6) + Cyclohexylidenemethyl-[1-phenyl-meth-(E)-ylidene]-amine (64244-35-5) → 1-Formyl-1-(3-oxobutyl)cyclohexane (30834-43-6)

Guidance literature:

With n-butyllithium; Multistep reaction; 1) THF, hexane, -78 deg C, 1 h; 2) HMPA, THF, room temperature, 18 h;

DOI:10.1021/ja00538a027

upstream raw materials:

2-(2-bromoethyl)-2-methyl-1,3-dioxolane

Cyclohexylidenemethyl-[1-phenyl-meth-(E)-ylidene]-amine

(trimethylsiloxymethylidene)cyclohexane

trans-3-methoxybut-2-en-1-ol

Downstream raw materials:

spiro[5.5]undec-1-en-3-one

spiro[5.5]undecan-3-one

(Butanon-3')yl-1-cyclohexancarbonsaeure