Cyclohexanebutanoic acid, 1-hydroxy-b-oxo-, ethyl ester

Base Information

• Chemical Name: Cyclohexanebutanoic acid, 1-hydroxy-b-oxo-, ethyl ester
• CAS No.: 127039-97-8
• Molecular Formula: C12H20O4
• Molecular Weight: 228.288
• Mol file: 127039-97-8.mol

Synonyms:

Chemical Property of Cyclohexanebutanoic acid, 1-hydroxy-b-oxo-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexanebutanoic acid, 1-hydroxy-b-oxo-, ethyl ester

There total 3 articles about Cyclohexanebutanoic acid, 1-hydroxy-b-oxo-, ethyl 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%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + ethyl acetoacetate (141-97-9) → Ethyl 4-(1-hydroxycyclohexyl)-3-oxobutanoate (127039-97-8)

Guidance literature:

ethyl acetoacetate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -50 ℃; for 1h;

cyclohexanone; In tetrahydrofuran; hexane; at -50 ℃; for 3h; regioselective reaction;

DOI:10.1071/CH12062

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 3-methoxy(tri-n-butyltin)crotonate (127039-91-2) → Ethyl 4-(1-hydroxycyclohexyl)-3-oxobutanoate (127039-97-8) + (E)-4-(1-Hydroxy-cyclohexyl)-3-methoxy-but-2-enoic acid ethyl ester (127039-96-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; Yield given. Yields of byproduct given; 1.) -78 deg C, 2 h, 2.) -78 --> 7 deg C, 3 h;

DOI:10.1016/S0040-4039(01)93792-X

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + ethyl bromoacetate (105-36-2) → Ethyl 4-(1-hydroxycyclohexyl)-3-oxobutanoate (127039-97-8)

Guidance literature:

With samarium diiodide; Yield given. Multistep reaction; 1.) THF, -50 deg C, 15 min, 2.) THF, from -50 deg C to 0 deg C, 0.5 h;

DOI:10.1246/cl.1995.197

upstream raw materials:

cyclohexanone

3-methoxy(tri-n-butyltin)crotonate

ethyl bromoacetate

ethyl acetoacetate

Downstream raw materials:

Ethyl 4-(1-hydroxycyclohexyl)-2-diazo-3-oxobutanoate

Ethyl 4-cyclohexylidene-2-diazo-3-oxobutanoate