Cyclohexanecarboxylic acid, 1,2-dimethyl-, cis-

Base Information

• Chemical Name: Cyclohexanecarboxylic acid, 1,2-dimethyl-, cis-
• CAS No.: 61279-11-6
• Molecular Formula: C9H16O2
• Molecular Weight: 156.225
• Mol file: 61279-11-6.mol

Synonyms:

Chemical Property of Cyclohexanecarboxylic acid, 1,2-dimethyl-, cis-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclohexanecarboxylic acid, 1,2-dimethyl-, cis-

There total 12 articles about Cyclohexanecarboxylic acid, 1,2-dimethyl-, cis- 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: 73.0%

(1R*,2R*)-1,2-dimethyl-1-vinylcyclohexane → 1-methyl-cis-2-methylcyclohexanecarboxylic acid (61279-11-6)

Guidance literature:

With sodium periodate; ruthenium(III) chloride monohydrate; In tetrachloromethane; water; acetonitrile; at 0 ℃; for 5h;

DOI:10.1039/c0cc00653j

Reference yield:

(1S,6R)-1,6-Dimethyl-5-oxo-cyclohex-3-enecarboxylic acid methyl ester → 1r,2c-Dimethyl-cyclohexancarbonsaeure-(1) (7112-19-8,13277-92-4,61279-11-6,61847-42-5,61847-43-6)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / 5percent Rh/Al₂O₃ / ethyl acetate / 3 h / 760 Torr

2: 97 percent / NaBH₄ / ethanol / 2 h / 0 °C

3: P₂O₅, Celite / benzene / 18 h

4: H₂ / 3>PF₆ / CH₂Cl₂ / 12 h / 760 Torr

5: KOH / methanol; H₂O / 14 h / Heating

With potassium hydroxide; sodium tetrahydroborate; Celite; hydrogen; phosphorus pentoxide; Rh/Al₂O₃; (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate; In methanol; ethanol; dichloromethane; water; ethyl acetate; benzene;

Reference yield:

(1S)-6-carbomethoxy-1,6-dimethylcyclohex-1-ene → 1r,2c-Dimethyl-cyclohexancarbonsaeure-(1) (7112-19-8,13277-92-4,61279-11-6,61847-42-5,61847-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 3>PF₆ / CH₂Cl₂ / 12 h / 760 Torr

2: KOH / methanol; H₂O / 14 h / Heating

With potassium hydroxide; hydrogen; (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate; In methanol; dichloromethane; water;

upstream raw materials:

(1S,2S)-1-carbomethoxy-1,2-dimethylcyclohexane

(1S,2R,3S)-3-carbomethoxy-2,3-dimethyl-1-hydroxycyclohexane

(2R,3S)-3-carbomethoxy-2,3-dimethylcyclohexan-1-one

1,2-dimethylcyclohexanol

Downstream raw materials:

(1S,2S)-1,2-dimethyl-1-acetylcyclohexane

methyl 1-methyl-cis-2-methylcyclohexanecarboxylate

Refernces

• 1、 Schultz, Arthur G.,Taylor, Richard E.. "Diastereoselective ester enolate alkylations. Asymmetric syntheses of 3-alkyl-3-carbomethoxy-2-exo-methylenecyclohex-5-en-1-ones". . p. 3937 - 3943. Retrieved 2007/10/02.