4-(tert-butyl)cyclohex-1-ene-1-carboxylic acid

Base Information

• Chemical Name: 4-(tert-butyl)cyclohex-1-ene-1-carboxylic acid
• CAS No.: 67001-73-4
• Molecular Formula: C₁₁H₁₈O₂
• Molecular Weight: 182.263
• Mol file: 67001-73-4.mol

Synonyms:

Chemical Property of 4-(tert-butyl)cyclohex-1-ene-1-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(tert-butyl)cyclohex-1-ene-1-carboxylic acid

There total 14 articles about 4-(tert-butyl)cyclohex-1-ene-1-carboxylic 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: 90.0%

Bromoform (75-25-2) + 4-tercbutyl-cyclohexanone (98-53-3) → 4-(tert-butyl)cyclohex-1-ene-1-carboxylic acid (67001-73-4,31845-19-9)

Guidance literature:

Bromoform; 4-tercbutyl-cyclohexanone; With lithium hydroxide monohydrate; N-benzyl-N,N,N-triethylammonium chloride; water; In tert-butyl alcohol; at 20 ℃; for 24h;

With hydrogenchloride; In water; pH=1;

DOI:10.1080/00397910802531955

Reference yield: 83.0%

1-chloro-4-tert-butylcyclohexene (6832-09-3) + carbon dioxide (124-38-9,18923-20-1) → 4-(tert-butyl)cyclohex-1-ene-1-carboxylic acid (67001-73-4,31845-19-9)

Guidance literature:

With manganese; 2,9-dibutyl-4,7-dimethyl-1,10-phenanthroline; tetraethylammonium iodide; lithium acetate; cobalt(II) bromide; In N,N-dimethyl acetamide; at 100 ℃; for 12h; under 760.051 Torr; Inert atmosphere; Schlenk technique;

DOI:10.1039/d0cc06451c

Reference yield: 80.0%

carbon dioxide (124-38-9,18923-20-1) + 1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene (77412-96-5) → 4-(tert-butyl)cyclohex-1-ene-1-carboxylic acid (67001-73-4,31845-19-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; tetrabutylammonium tetrafluoroborate; In N,N-dimethyl-formamide; at 20 ℃; under 760 Torr; electrolyses, carbon cathode, Mg anode, E=-2.0 V;

DOI:10.1055/s-1997-3241

upstream raw materials:

4-tert-butyl-1-cyanocyclohexene

3-Ethoxycarbonyl-6-tert-butyl-1,2-cyclohexandicarbonsaeure

4-t-butyl-1,2,3,4-tetrahydrobenzoic acid

7-(4-t-Butylcyclohexylidene)bicyclo<4.1.0>heptane

Downstream raw materials:

4-tert-butyl-1-cyclohexene-1-carboxylic acid methyl ester

N-<(4'-t-butylcyclohex-1'-enyl)methyl>pyrrolidine

4-t-butyl-1-methyl-2-methylenecyclohexabecarbaldehyde

N-(4'-t-butyl-2',3',4',5'-tetrahydrobenzoyl)pyrrolidine

Refernces

• 1、 Wang, Yanwei,Jiang, Xiaomei,Wang, Baiquan. "Cobalt-catalyzed carboxylation of aryl and vinyl chlorides with CO2". supporting information. p. 14416 - 14419. Retrieved 2020/12/01.
• 2、 Bartal, Brigitta,Mikle, Gábor,Kollár, László,Pongrácz, Péter. "Palladium catalyzed carbonylations of alkenyl halides with formic acid to get corresponding Α,Β-unsaturated carboxylic acids and esters". . p. 143 - 149. Retrieved 2019/02/15.