(+/-)-methyl cis-3-hydroxycyclohexanecarboxylate

Base Information

• Chemical Name: (+/-)-methyl cis-3-hydroxycyclohexanecarboxylate
• CAS No.: 6125-56-0
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.197
• Mol file: 6125-56-0.mol

Synonyms:

Chemical Property of (+/-)-methyl cis-3-hydroxycyclohexanecarboxylate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-methyl cis-3-hydroxycyclohexanecarboxylate

There total 18 articles about (+/-)-methyl cis-3-hydroxycyclohexanecarboxylate 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%

methanol (67-56-1) + sodium methylate (124-41-4) + 6-oxabicyclo[3.2.1]octan-7-one (4350-83-8) → (+/-)-methyl cis-3-hydroxycyclohexanecarboxylate (6125-56-0,6183-54-6,37722-82-0,49543-00-2,70144-91-1,99438-46-7,99438-47-8,99438-48-9,149055-86-7)

Guidance literature:

methanol; sodium methylate; 6-oxabicyclo[3.2.1]octan-7-one; at 20 ℃; for 18h; pH=12;

With acetic acid; In methanol; pH=6;

Reference yield:

methanol (67-56-1) + 6-oxa-bicyclo[3.2.1]octan-7-one (4350-83-8) → (+/-)-methyl cis-3-hydroxycyclohexanecarboxylate (6125-56-0,6183-54-6,37722-82-0,49543-00-2,70144-91-1,99438-46-7,99438-47-8,99438-48-9,149055-86-7)

Guidance literature:

With acetyl chloride; at 30 - 45 ℃; for 1h;

Reference yield:

methyl 3-hydroxybenzoate (19438-10-9) → (3S)-3-hydroxycyclohexane-1-carboxylic acid methyl ester (6125-56-0,6183-54-6,37722-82-0,49543-00-2,70144-91-1,99438-46-7,99438-47-8,99438-48-9,149055-86-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Raney nickel; ethanol / Hydrogenation_.Erwaermen des Reaktionsprodukts mit methanol. KOH

2: H₂SO₄; 1,2-dichloro-ethane

With ethanol; sulfuric acid; nickel; 1,2-dichloro-ethane;

DOI:10.1021/ja01143a023

upstream raw materials:

diazomethane

(+/-)-trans-3-hydroxycyclohexanecarboxylic acid

methanol

3-hydroxycyclohexane-1-carboxylic acid

Refernces

• 1、 -. "METHOD FOR THE PREPARATION OF ENANTIOMER FORMS OF CIS-CONFIGURED 3-HYDROXYCYCLOHEXANE CARBOXYLIC ACID DERIVATIVES USING HYDROLASES". Page/Page column 18. . Retrieved 2008/06/13.