1-carboxy-1'-hydroxy-1,1':4',1''-tercyclohexan-4-one ethylene ketal

Base Information

• Chemical Name: 1-carboxy-1'-hydroxy-1,1':4',1''-tercyclohexan-4-one ethylene ketal
• CAS No.: 132292-26-3
• Molecular Formula: C₂₁H₃₄O₅
• Molecular Weight: 366.498
• Mol file: 132292-26-3.mol

Synonyms:1-carboxy-1'-hydroxy-1,1':4',1''-tercyclohexan-4-one ethylene ketal

Chemical Property of 1-carboxy-1'-hydroxy-1,1':4',1''-tercyclohexan-4-one ethylene ketal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-carboxy-1'-hydroxy-1,1':4',1''-tercyclohexan-4-one ethylene ketal

There total 1 articles about 1-carboxy-1'-hydroxy-1,1':4',1''-tercyclohexan-4-one ethylene ketal 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:

cyclohexanone-4-carboxylic acid ethyleneacetal (66500-55-8) + 4-cyclohexylcyclohexanone (92-68-2) → 1-carboxy-1'-hydroxy-1,1':4',1''-tercyclohexan-4-one ethylene ketal (132292-26-3)

Guidance literature:

With n-butyllithium; N-cyclohexylisopropylamine; Yield given. Multistep reaction; 1) r.t., 5.5 h 2) THF, r.t., 17 h;

DOI:10.1055/s-1990-27091

Reference yield: 82.0%

1-carboxy-1'-hydroxy-1,1':4',1''-tercyclohexan-4-one ethylene ketal (132292-26-3) → 4-(4'-cyclohexylcyclohexylidene)cyclohexanone ethylene ketal (132292-27-4)

Guidance literature:

With N,N-dimethylformamide dineopentyl acetal; In acetonitrile; 1) r.t , 1 h 2) reflux, 18 h;

DOI:10.1055/s-1990-27091

Reference yield:

1-carboxy-1'-hydroxy-1,1':4',1''-tercyclohexan-4-one ethylene ketal (132292-26-3) → trans-1,1':4',1-tercyclohexyl-4-one (132292-31-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / Me₂NCH(OCH₂CMe₃)2 / acetonitrile / 1) r.t , 1 h 2) reflux, 18 h

2: 91 percent / aq. 2 N HCl / tetrahydrofuran / 3.5 h / 45 °C

3: 40 percent / H₂ / 10percent Pd/C / ethyl acetate / 0.33 h / 827.4 Torr / Ambient temperature

4: 32 percent / H₂ / 10percent Pd/C / ethyl acetate / 3 h / Ambient temperature

With hydrogenchloride; hydrogen; N,N-dimethylformamide dineopentyl acetal; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; acetonitrile;

DOI:10.1055/s-1990-27091

upstream raw materials:

cyclohexanone-4-carboxylic acid ethyleneacetal

4-cyclohexylcyclohexanone

Downstream raw materials:

4-(4'-cyclohexylcyclohexylidene)cyclohexanone ethylene ketal

4-[4-(cyclohexyl)cyclohexyliden]-1-cyclohexanone

<1,1':4',1''-tercyclohex-1'(2')-en>-4-one

<1,1':4',1''-tercyclohex-1(2)-en>-4-one