((1R,2R)-2-methylcyclohexyl)methanol

Base Information

• Chemical Name: ((1R,2R)-2-methylcyclohexyl)methanol
• CAS No.: 108393-59-5
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.214
• Mol file: 108393-59-5.mol

Synonyms:

Chemical Property of ((1R,2R)-2-methylcyclohexyl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1R,2R)-2-methylcyclohexyl)methanol

There total 7 articles about ((1R,2R)-2-methylcyclohexyl)methanol 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:

C8H13BrO → ((1R,2R)-2-methylcyclohexyl)methanol (2105-40-0,3937-45-9,3937-46-0,97276-83-0,108393-59-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 25 ℃; for 1h; stereoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201907514

Reference yield:

hexane-1,5-diol (928-40-5) → ((1R,2R)-2-methylcyclohexyl)methanol (2105-40-0,3937-45-9,3937-46-0,97276-83-0,108393-59-5)

Guidance literature:

Multi-step reaction with 3 steps

1: η4-1,5-cyclooctadiene-μ-2,4-pentanedionato-iridium(I); (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; potassium tert-butylate / tert-butyl alcohol / 24 h / 110 °C / Sealed tube; Inert atmosphere

2: bromine / dichloromethane / 0.25 h / -17 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 25 °C / Inert atmosphere

With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; lithium aluminium tetrahydride; η4-1,5-cyclooctadiene-μ-2,4-pentanedionato-iridium(I); potassium tert-butylate; bromine; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;

DOI:10.1002/anie.201907514

Reference yield:

(2-methylcyclohex-1-en-1-yl)(2,3,4,5,6-pentamethylphenyl)methanone → ((1R,2R)-2-methylcyclohexyl)methanol (2105-40-0,3937-45-9,3937-46-0,97276-83-0,108393-59-5)

Guidance literature:

Multi-step reaction with 3 steps

1: η4-1,5-cyclooctadiene-μ-2,4-pentanedionato-iridium(I); (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; potassium tert-butylate / tert-butyl alcohol / 24 h / 110 °C / Sealed tube

2: bromine / dichloromethane / 0.25 h / -17 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 25 °C / Inert atmosphere

With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; lithium aluminium tetrahydride; η4-1,5-cyclooctadiene-μ-2,4-pentanedionato-iridium(I); potassium tert-butylate; bromine; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;

DOI:10.1002/anie.201907514

upstream raw materials:

hexane-1,5-diol