2r-Hydroxymethyl-1c-methylcyclohexan-1t-ol

Base Information

• Chemical Name: 2r-Hydroxymethyl-1c-methylcyclohexan-1t-ol
• CAS No.: 29586-89-8
• Molecular Formula: C₈H₁₆O₂
• Molecular Weight: 144.214
• Mol file: 29586-89-8.mol

Synonyms:

Chemical Property of 2r-Hydroxymethyl-1c-methylcyclohexan-1t-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2r-Hydroxymethyl-1c-methylcyclohexan-1t-ol

There total 15 articles about 2r-Hydroxymethyl-1c-methylcyclohexan-1t-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: 86.0%

(1R,2R)-2-Hydroxy-2-methyl-cyclohexanecarboxylic acid ethyl ester → 2r-Hydroxymethyl-1c-methylcyclohexan-1t-ol (29586-88-7,29586-89-8,101869-72-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/ol006268c

Reference yield:

C11H24O2Si → 2r-Hydroxymethyl-1c-methylcyclohexan-1t-ol (29586-88-7,29586-89-8,101869-72-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.25h;

DOI:10.1246/bcsj.20130237

Reference yield:

ethyl 2-bromo-7-hydroxyheptanoate (294212-85-4) → 2r-Hydroxymethyl-1c-methylcyclohexan-1t-ol (29586-88-7,29586-89-8,101869-72-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / PCC; sodium acetate; 4 Angstroem MS / CH₂Cl₂ / 1 h / 20 °C

2: 99 percent / tetrahydrofuran; diethyl ether; hexane / 0.5 h / 0 °C

3: 97 percent / Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

4: 26 percent / Et₂Zn / RhCl(PPh₃)3 / tetrahydrofuran; hexane / 0 °C

5: 86 percent / LAH / tetrahydrofuran / 0 °C

With lithium aluminium tetrahydride; 4 Angstroem MS; diethylzinc; sodium acetate; Dess-Martin periodane; pyridinium chlorochromate; RhCl(PPh₃)3; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 1: Oxidation / 2: Addition / 3: Reduction / 4: Cyclization / 5: Reduction;

DOI:10.1021/ol006268c

upstream raw materials:

1,2-epoxy-1-methylcyclohexane

ethyl 2-bromo-7-hydroxyheptanoate

ethyl 2-bromo-7-hydroxyoctanoate

ethyl 7-triethylsilyloxyheptanoate