11-hydroxy-11-phneyl-2-undecanone

Base Information

• Chemical Name: 11-hydroxy-11-phneyl-2-undecanone
• CAS No.: 222721-49-5
• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 262.392
• Mol file: 222721-49-5.mol

Synonyms:11-hydroxy-11-phneyl-2-undecanone

Chemical Property of 11-hydroxy-11-phneyl-2-undecanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 11-hydroxy-11-phneyl-2-undecanone

There total 9 articles about 11-hydroxy-11-phneyl-2-undecanone 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: 95.0%

11-(tert-butyl-dimethyl-silanyloxy)-11-phenyl-undecan-2-one (434300-79-5) → 11-hydroxy-11-phneyl-2-undecanone (222721-49-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1055/s-2002-19802

Reference yield:

1,10-Decanediol (112-47-0) → 11-hydroxy-11-phneyl-2-undecanone (222721-49-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 61 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 6.4 h / -78 - 25 °C

2.1: 83 percent / p-TsOH; H(OEt)3 / 1 h / 20 °C

3.1: 67 percent / aq. HCl / tetrahydrofuran / 23 h / 20 °C

4.1: tetrahydrofuran; cyclohexane; diethyl ether / 2 h / -78 °C

5.1: 0.77 g / aq. HCl / tetrahydrofuran / 20 °C

6.1: 60 percent / imidazole; DMAP / dimethylformamide / 4 h / 0 - 20 °C

7.1: 70 percent / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

8.1: Me₃Al / CH₂Cl₂; hexane / 0.5 h / 20 °C

8.2: 76 percent / pivaldehyde / tetrahydrofuran; hexane

9.1: 95 percent / TBAF / tetrahydrofuran / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; oxalyl dichloride; H(OEt)3; tetrabutyl ammonium fluoride; trimethylaluminum; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; 1.1: Swern oxidation;

DOI:10.1055/s-2002-19802

Reference yield:

decanedial (45037-67-0) → 11-hydroxy-11-phneyl-2-undecanone (222721-49-5)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 83 percent / p-TsOH; H(OEt)3 / 1 h / 20 °C

2.1: 67 percent / aq. HCl / tetrahydrofuran / 23 h / 20 °C

3.1: tetrahydrofuran; cyclohexane; diethyl ether / 2 h / -78 °C

4.1: 0.77 g / aq. HCl / tetrahydrofuran / 20 °C

5.1: 60 percent / imidazole; DMAP / dimethylformamide / 4 h / 0 - 20 °C

6.1: 70 percent / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

7.1: Me₃Al / CH₂Cl₂; hexane / 0.5 h / 20 °C

7.2: 76 percent / pivaldehyde / tetrahydrofuran; hexane

8.1: 95 percent / TBAF / tetrahydrofuran / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; H(OEt)3; tetrabutyl ammonium fluoride; trimethylaluminum; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide;

DOI:10.1055/s-2002-19802

upstream raw materials:

11-(tert-butyl-dimethyl-silanyloxy)-11-phenyl-undecan-2-one

1,10-Decanediol

decanedial

10-hydroxy-10-phenyl-1-decanal