(4R)-1-METHYL-4-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-OL

Base Information

• Chemical Name: (4R)-1-METHYL-4-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-OL
• CAS No.: 861892-40-2
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• Mol file: 861892-40-2.mol

Synonyms:(4R)-1-Methyl-4-isopropenylcyclohex-2-en-1-ol

Chemical Property of (4R)-1-METHYL-4-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-OL

Chemical Property:

• Boiling Point: 216.9±40.0 °C(Predicted)
• PKA: 14.66±0.40(Predicted)
• PSA: 20.23000
• Density: 0.947±0.06 g/cm3(Predicted)
• LogP: 2.27970
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

(4R)-1-Methyl-4-isopropenylcyclohex-2-en-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (4R)-1-Methyl-4-isopropenylcyclohex-2-en-1-ol is a chemical reagent used in the synthesis of Δ8-THC cannabinoid analogs with activity against CB receptors.

Technology Process of (4R)-1-METHYL-4-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-OL

There total 7 articles about (4R)-1-METHYL-4-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-OL 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: 85.0%

(+)-1-methyl-2-(phenylselanyl)-4-(prop-1-en-2-yl)cyclohexan-1-ol → (4R)-1-methyl-4-(2-(1-propylene))-2-cyclohexene-2-ol (861892-40-2)

Guidance literature:

With 1-fluoro-4-methyl-1,4-diazoniabicyclo<2.2.2>octane ditetrafluoroborate; In tetrahydrofuran; Reagent/catalyst; Solvent;

Reference yield: 81.0%

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → (4R)-1-methyl-4-(2-(1-propylene))-2-cyclohexene-2-ol (861892-40-2)

Guidance literature:

With lithium aluminium tetrahydride; oxygen; methylene blue; In toluene; at 20 ℃; for 1.2h; Solvent; Reagent/catalyst; Wavelength; Temperature; UV-irradiation; Reflux;

Reference yield: 52.0%

(4R)-limonene 1,2-epoxide (1195-92-2) → (4R)-1-methyl-4-(2-(1-propylene))-2-cyclohexene-2-ol (861892-40-2)

Guidance literature:

(4R)-limonene 1,2-epoxide; With sodium tetrahydroborate; diphenyl diselenide; In ethanol; for 2h; Heating;

With dihydrogen peroxide; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/jm050442r

upstream raw materials:

(4R)-limonene 1,2-epoxide

D-limonene

carbon dioxide

cis-(R)-limonene oxide

Downstream raw materials:

5-(1-Hexyl-cyclopentyl)-2-((1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-benzene-1,3-diol

5-(2-Hexyl-[1,3]dithian-2-yl)-2-((1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-benzene-1,3-diol

(-)-5'-methyl-4-pentyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro-[1,1'-biphenyl]-2,6-diol

Refernces

• 1、 -. "Method for continuously preparing cannabidiol intermediate through green photooxidation". Paragraph 0016; 0028-0029; 0038-0051. . Retrieved 2021/07/31.
• 2、 Maltby, Katarzyna A.,Hutchby, Marc,Plucinski, Pawel,Davidson, Matthew G.,Hintermair, Ulrich. "Selective Catalytic Synthesis of 1,2- and 8,9-Cyclic Limonene Carbonates as Versatile Building Blocks for Novel Hydroxyurethanes". supporting information. p. 7405 - 7415. Retrieved 2020/05/25.