4-CYCLOPENTYL-3-OXO-BUTYRIC ACID ETHYL ESTER

Base Information

• Chemical Name: 4-CYCLOPENTYL-3-OXO-BUTYRIC ACID ETHYL ESTER
• CAS No.: 68104-99-4
• Molecular Formula: C₁₁H₁₈O₃
• Molecular Weight: 198.262
• Hs Code.: 2918300090
• Mol file: 68104-99-4.mol

Synonyms:4-Cyclopentyl-3-oxobutanoicacid ethyl ester;Ethyl 4-cyclopentyl-3-oxobutanoate;Ethyl 4-cyclopentyl-3-oxobutyrate;

Chemical Property of 4-CYCLOPENTYL-3-OXO-BUTYRIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Refractive Index: 1.459
• Boiling Point: 273.002 °C at 760 mmHg
• Flash Point: 114.618 °C
• PSA: 43.37000
• Density: 1.028 g/cm³
• LogP: 2.08900

Purity/Quality:

98%min ^*data from raw suppliers

4-Cyclopentyl-3-oxo-butyricAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-CYCLOPENTYL-3-OXO-BUTYRIC ACID ETHYL ESTER

There total 7 articles about 4-CYCLOPENTYL-3-OXO-BUTYRIC ACID 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: 79.0%

ethyl 4-cyclopentyl-3-hydroxybutyrate (91085-14-2) → ethyl 4-cyclopentyl-3-oxobutanoate (68104-99-4)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; Ambient temperature;

DOI:10.1021/ja00330a044

Reference yield: 64.0%

hydrogen ethyl malonate (1071-46-1) + 2-cyclopentylacetyl chloride (1122-99-2) → ethyl 4-cyclopentyl-3-oxobutanoate (68104-99-4)

Guidance literature:

hydrogen ethyl malonate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -10 ℃;

2-cyclopentylacetyl chloride; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Further stages.;

DOI:10.1016/j.bmc.2008.05.049

Reference yield:

2-cyclopentylacetic acid (1123-00-8) → ethyl 4-cyclopentyl-3-oxobutanoate (68104-99-4)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium aluminium hydride / tetrahydrofuran / 2 h / Heating

2: pyridinium chlorochromate / CH₂Cl₂ / Ambient temperature

3: n-butyllithium, diisopropylamine / tetrahydrofuran / -90 °C

4: 79 percent / pyridinium chlorochromate / CH₂Cl₂ / Ambient temperature

With lithium aluminium tetrahydride; n-butyllithium; diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00330a044

upstream raw materials:

2-cyclopentylacetyl chloride

sodium ethyl acetylacetate enolate

ethyl 4-cyclopentyl-3-hydroxybutyrate

2-cyclopentylacetic acid

Downstream raw materials:

1-cyclopentyl-propan-2-one

Refernces

• 1、 Cane,Thomas. "SYNTHESIS OF dl-PENTALENOLACTONES E AND F.". . p. 5295 - 5303. Retrieved 2007/10/12.