Cyclopentanone, 2-(hydroxymethyl)-5-(1-methylethyl)- (9CI)

Base Information

• Chemical Name: Cyclopentanone, 2-(hydroxymethyl)-5-(1-methylethyl)- (9CI)
• CAS No.: 226947-22-4
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.225
• Mol file: 226947-22-4.mol

Synonyms:Cyclopentanone, 2-(hydroxymethyl)-5-(1-methylethyl)- (9CI)

Chemical Property of Cyclopentanone, 2-(hydroxymethyl)-5-(1-methylethyl)- (9CI)

Chemical Property:

• PSA: 37.30000
• LogP: 1.23000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentanone, 2-(hydroxymethyl)-5-(1-methylethyl)- (9CI)

There total 5 articles about Cyclopentanone, 2-(hydroxymethyl)-5-(1-methylethyl)- (9CI) 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:

1-tert-butyldimethylsilyl(oxy)-2-hydroxymethyl-5-isopropylcyclopent-1-ene (226947-20-2) → 2-isopropyl-5-hydroxymethylcyclopentanone (226947-22-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 23 ℃; for 4h;

DOI:10.1016/S0040-4020(98)01162-4

Reference yield:

Diethyl glutarate (818-38-2) → 2-isopropyl-5-hydroxymethylcyclopentanone (226947-22-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 44.8 g / K / ethanol / Heating

2: 78 percent / Na / ethanol; toluene / 14 h / Heating

3: 98 percent / DIPEA / CH₂Cl₂ / 0.83 h / 23 °C

4: 97 percent / DIBAL-H / CH₂Cl₂ / -78 - 0 °C

5: TBAF / tetrahydrofuran / 4 h / 0 - 23 °C

With tetrabutyl ammonium fluoride; sodium; potassium; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; toluene;

DOI:10.1016/S0040-4020(98)01162-4

Reference yield:

ethyl 3-(1'-methylethyl)-2-oxo-cyclopentane-1-carboxylate (91966-24-4) → 2-isopropyl-5-hydroxymethylcyclopentanone (226947-22-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / DIPEA / CH₂Cl₂ / 0.83 h / 23 °C

2: 97 percent / DIBAL-H / CH₂Cl₂ / -78 - 0 °C

3: TBAF / tetrahydrofuran / 4 h / 0 - 23 °C

With tetrabutyl ammonium fluoride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(98)01162-4

upstream raw materials:

1-tert-butyldimethylsilyl(oxy)-2-hydroxymethyl-5-isopropylcyclopent-1-ene

Diethyl glutarate

ethyl 3-(1'-methylethyl)-2-oxo-cyclopentane-1-carboxylate

ethyl 2-oxo-1-(1'-methylethyl)-cyclopentane-1-carboxylate

Refernces