Cyclohexaneacetic acid, a-ethenyl-1-hydroxy-, methyl ester

Base Information

• Chemical Name: Cyclohexaneacetic acid, a-ethenyl-1-hydroxy-, methyl ester
• CAS No.: 41955-34-4
• Molecular Formula: C₁₁H₁₈O₃
• Molecular Weight: 198.262
• Mol file: 41955-34-4.mol

Synonyms:

Chemical Property of Cyclohexaneacetic acid, a-ethenyl-1-hydroxy-, methyl ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexaneacetic acid, a-ethenyl-1-hydroxy-, methyl ester

There total 6 articles about Cyclohexaneacetic acid, a-ethenyl-1-hydroxy-, methyl ester 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%

methyl 4-bromocrotonate (1117-71-1) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-(1-hydroxy-cyclohexyl)-but-3-enoic acid methyl ester (41955-34-4,95728-87-3,95728-89-5)

Guidance literature:

With Bu₃SnAlEt₂; In tetrahydrofuran; at 0 ℃; for 0.5h; reagent prepared in situ;

DOI:10.1016/S0040-4039(01)81233-8

Reference yield:

methyl-4-bromo-2-butenoate (1117-71-1,56699-18-4,6000-00-6) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-(1-hydroxy-cyclohexyl)-but-3-enoic acid methyl ester (41955-34-4,95728-87-3,95728-89-5) + (E)-4-(1'-Hydroxycyclohexyl)but-2-ensaeuremethylester (35490-10-9)

Guidance literature:

With chromium dichloride; lithium iodide; In tetrahydrofuran; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1055/s-1997-1219

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-(1-hydroxy-cyclohexyl)-but-3-enoic acid methyl ester (41955-34-4,95728-87-3,95728-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) LiNEt₂, naphthalene, THF, (ii) /BRN= 385735/

upstream raw materials:

diazomethane

2-(1-hydroxycyclohexyl)but-3-enoic acid

methyl 4-bromocrotonate

cyclohexanone

Refernces

• 1、 Tsuboniwa, Noriyuki,Matsubara, Seijiro,Morizawa, Yoshitomi,Oshima, Koichiro,Nozaki, Hitosi. "REFORMATSY TYPE REACTION BY MEANS OF Bu3SnAlEt2 or Bu3PbAlEt2". . p. 2569 - 2572. Retrieved 2007/10/02.