(E)-<(carboethoxy)methylidene>-2-hydroxycyclohexane

Base Information

• Chemical Name: (E)-<(carboethoxy)methylidene>-2-hydroxycyclohexane
• CAS No.: 79707-67-8
• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.235
• Mol file: 79707-67-8.mol

Synonyms:(E)-<(carboethoxy)methylidene>-2-hydroxycyclohexane

Chemical Property of (E)-<(carboethoxy)methylidene>-2-hydroxycyclohexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-<(carboethoxy)methylidene>-2-hydroxycyclohexane

There total 5 articles about (E)-<(carboethoxy)methylidene>-2-hydroxycyclohexane 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: 57.0%

2-(2-Oxocyclohexanylidene) acetate d'ethyle E (24181-84-8) → (E)-<(carboethoxy)methylidene>-2-hydroxycyclohexane (79707-67-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃;

DOI:10.1039/b004540n

Reference yield: 46.0%

(1,2-epoxy-cyclohexyl)-acetic acid ethyl ester (79707-66-7) → 4,5,6,7-tetrahydro-3H-benzofuran-2-one (33768-74-0) + (Z)-<(carboethoxy)methylidene>-2-hydroxycyclohexane (95713-78-3) + (E)-<(carboethoxy)methylidene>-2-hydroxycyclohexane (79707-67-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; Yields of byproduct given; 1) -107 - -103 deg C, 1 h; 2) -88 deg C, 1 h;

DOI:10.1021/ja00415a024

Reference yield:

(E)-2-(tert-butyldimethylsiloxy)<(1-carboethoxy)methylidene>cyclohexane (78707-59-2) → (E)-<(carboethoxy)methylidene>-2-hydroxycyclohexane (79707-67-8)

Guidance literature:

With hydrogen fluoride; In dichloromethane; acetonitrile; Ambient temperature;

upstream raw materials:

(1,2-epoxy-cyclohexyl)-acetic acid ethyl ester

ethyl 8-oxooct-2-ynoate

(E)-2-(tert-butyldimethylsiloxy)<(1-carboethoxy)methylidene>cyclohexane

ethyl 2-(tert-butyldimethylsilyloxy)cyclohexylidene carboxylate

Downstream raw materials:

[2-Phenylcarbamoyloxy-cyclohex-(E)-ylidene]-acetic acid ethyl ester

Refernces

• 1、 Shim,Hwang,Kang,Chang. "Intramolecular reductive cyclization of aldehydes and ketones with alkynes promoted by samarium(II) iodide". . p. 4765 - 4768. Retrieved 2007/10/02.