trans-5-carbomethoxy-2-cyclohexen-1-yl acetate

Base Information

• Chemical Name: trans-5-carbomethoxy-2-cyclohexen-1-yl acetate
• CAS No.: 60729-56-8
• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.219
• Mol file: 60729-56-8.mol

Synonyms:trans-5-carbomethoxy-2-cyclohexen-1-yl acetate

Chemical Property of trans-5-carbomethoxy-2-cyclohexen-1-yl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-5-carbomethoxy-2-cyclohexen-1-yl acetate

There total 8 articles about trans-5-carbomethoxy-2-cyclohexen-1-yl acetate 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:

cis-methyl 5-hydroxycyclohex-3-enecarboxylate (54911-89-6,68295-79-4,68295-80-7,74561-99-2,79433-96-8,121053-59-6,121053-60-9,126640-65-1) + acetyl chloride (75-36-5) → trans-5-carbomethoxy-2-cyclohexen-1-yl acetate (60729-56-8) + cis-methyl 5-acetoxycyclohex-3-enecarboxylate (60729-55-7)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 0.416667h; Yield given. Yields of byproduct given;

DOI:10.1021/ja00534a029

Reference yield:

6-oxabicyclo[3.2.1]oct-3-en-7-one (4720-83-6) → trans-5-carbomethoxy-2-cyclohexen-1-yl acetate (60729-56-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / sodium methoxide / 10 h / Ambient temperature

2: 77 percent / perchloric acid / ethyl acetate; H₂O / 2 h / Ambient temperature

3: 70 percent / sodium methoxide / methanol / 7.5 h / Ambient temperature

4: 40 percent / sodium methoxide / benzene / 3 h / Heating

5: pyridine / 9 h / Ambient temperature

With pyridine; perchloric acid; sodium methylate; In methanol; water; ethyl acetate; benzene;

DOI:10.1021/ja00534a029

Reference yield:

methyl 5-hydroxy-3-cyclohexenecarboxylate (79433-96-8) → trans-5-carbomethoxy-2-cyclohexen-1-yl acetate (60729-56-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / sodium methoxide / benzene / 3 h / Heating

2: pyridine / 9 h / Ambient temperature

With pyridine; sodium methylate; In benzene;

DOI:10.1021/ja00534a029

upstream raw materials:

trans-5-(methoxycarbonyl)-2-cyclohexenyl chloride

silver(I) acetate

acetic anhydride

methyl trans-5-hydroxycyclohex-3-enecarboxylate

Downstream raw materials:

methyl trans-(5-carbomethoxy-1-cyclohexen-3-yl)acetate

methyl cis-(5-carbomethoxy-1-cyclohexen-3-yl)acetate

methyl cis-6-(bis(methoxycarbonyl)methyl)cyclohexen-4-carboxylate

C₈H₁₁⁽²⁾HO₂

Refernces

• 1、 Hansson, Sverker,Heumann, Andreas,Rein, Tobias,Akermark, Bjoern. "Preparation of Allylic Acetates from Simple Alkenes by Palladium(II)-Catalyzed Acetoxylation". . p. 975 - 984. Retrieved 2007/10/02.