2-<2-(3-furyl)-2-oxoethyl>-2,2-dimethylcyclohexanecarboxylic acid

Base Information

• Chemical Name: 2-<2-(3-furyl)-2-oxoethyl>-2,2-dimethylcyclohexanecarboxylic acid
• CAS No.: 139137-80-7
• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.321
• Mol file: 139137-80-7.mol

Synonyms:2-<2-(3-furyl)-2-oxoethyl>-2,2-dimethylcyclohexanecarboxylic acid

Chemical Property of 2-<2-(3-furyl)-2-oxoethyl>-2,2-dimethylcyclohexanecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<2-(3-furyl)-2-oxoethyl>-2,2-dimethylcyclohexanecarboxylic acid

There total 17 articles about 2-<2-(3-furyl)-2-oxoethyl>-2,2-dimethylcyclohexanecarboxylic acid 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: 46.0%

3-<2-(2-Hydroxymethyl-6,6-dimethylcyclohexyl)-1-hydroxyethyl>furan (139137-87-4,150132-20-0,150132-21-1) → 2-<2-(3-furyl)-2-oxoethyl>-2,2-dimethylcyclohexanecarboxylic acid (139137-80-7)

Guidance literature:

With dipyridinium dichromate; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1055/s-1991-28414

Reference yield: 23.0%

3-<2-(2-Hydroxymethyl-6,6-dimethylcyclohexyl)-1-hydroxyethyl>furan (139137-87-4,150132-20-0,150132-21-1) → 2-<2-(3-furyl)-2-oxoethyl>-2,2-dimethylcyclohexanecarboxylic acid (139137-80-7) + (+/-)-ricciocarpin A (127350-71-4,139341-85-8,139341-86-9)

Guidance literature:

With dipyridinium dichromate; In N,N-dimethyl-formamide; for 72h;

DOI:10.1039/C39930000755

Reference yield:

1-hydroxymethyl-3,3-dimethyl-cyclohex-1-ene (41641-14-9) → 2-<2-(3-furyl)-2-oxoethyl>-2,2-dimethylcyclohexanecarboxylic acid (139137-80-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) Propionsaeure, 2) KOH / 1) 140 - 145 deg C, 6h, 2) EtOH, 20 deg C, 15h

2: 92 percent / Oxalylchlorid / benzene / 1) 20 deg C, 16h, 2) 15 min, reflux

3: 95 percent / HMPA / Bn(PPh₃)2PdCl / 65 °C

4: 1) 9-BBN, 2) 3N NaOH, 30percent H₂O₂ / 1) THF, 0 deg C, 1.5h, 2) 20 deg C, 3h

5: 46 percent / pyridinium dichromate PDC / dimethylformamide / 48 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium hydroxide; dipyridinium dichromate; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; dihydrogen peroxide; propionic acid; trans benzyl(chloro)bis(triphenylphosphine)palladium(II); In N,N-dimethyl-formamide; benzene;

DOI:10.1055/s-1991-28414

upstream raw materials:

3-<2-(2-Hydroxymethyl-6,6-dimethylcyclohexyl)-1-hydroxyethyl>furan

methyl (6-formyl-2,2-dimethylcyclohexyl)acetate

5,5-dimethyl-4a,5,6,7,8,8a-hexahydroisochroman-3-ol

1-hydroxymethyl-3,3-dimethyl-cyclohex-1-ene