(E)-14-Dicyclohexylboranyl-tetradec-13-enal

Base Information

• Chemical Name: (E)-14-Dicyclohexylboranyl-tetradec-13-enal
• CAS No.: 146562-92-7
• Molecular Formula: C₂₆H₄₇BO
• Molecular Weight: 386.47
• Mol file: 146562-92-7.mol

Synonyms:

Chemical Property of (E)-14-Dicyclohexylboranyl-tetradec-13-enal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-14-Dicyclohexylboranyl-tetradec-13-enal

There total 4 articles about (E)-14-Dicyclohexylboranyl-tetradec-13-enal 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:

1,12-dodecandiol (5675-51-4) → (E)-14-Dicyclohexylboranyl-tetradec-13-enal (146562-92-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 54 percent / conc. HBr

2.1: 3,4-dihydro-2H-pyran / 4-toluenesulfonic acid monohydrate / diethyl ether / 20 °C

2.2: dimethylsulfoxide / 5 - 20 °C

2.3: 4.5 g / 4-toluenesulfonic acid monohydrate / methanol / 20 °C

3.1: 87 percent / sulfur trioxide pyridine complex; triethylamine / CH₂Cl₂; dimethylsulfoxide / 20 °C

4.1: hexane / -20 - 0 °C

With 3,4-dihydro-2H-pyran; hydrogen bromide; sulfur trioxide pyridine complex; triethylamine; p-toluenesulfonic acid monohydrate; In diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; 3.1: Parikh-Doering oxidation;

DOI:10.1021/jo000463n

Reference yield:

12-bromododecanol (3344-77-2) → (E)-14-Dicyclohexylboranyl-tetradec-13-enal (146562-92-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 3,4-dihydro-2H-pyran / 4-toluenesulfonic acid monohydrate / diethyl ether / 20 °C

1.2: dimethylsulfoxide / 5 - 20 °C

1.3: 4.5 g / 4-toluenesulfonic acid monohydrate / methanol / 20 °C

2.1: 87 percent / sulfur trioxide pyridine complex; triethylamine / CH₂Cl₂; dimethylsulfoxide / 20 °C

3.1: hexane / -20 - 0 °C

With 3,4-dihydro-2H-pyran; sulfur trioxide pyridine complex; triethylamine; p-toluenesulfonic acid monohydrate; In diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; 2.1: Parikh-Doering oxidation;

DOI:10.1021/jo000463n

Reference yield:

14-hydroxy-1-tetradecyne (18202-12-5) → (E)-14-Dicyclohexylboranyl-tetradec-13-enal (146562-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / sulfur trioxide pyridine complex; triethylamine / CH₂Cl₂; dimethylsulfoxide / 20 °C

2: hexane / -20 - 0 °C

With sulfur trioxide pyridine complex; triethylamine; In hexane; dichloromethane; dimethyl sulfoxide; 1: Parikh-Doering oxidation;

DOI:10.1021/jo000463n

upstream raw materials:

tetradec-13-ynal

1,12-dodecandiol

12-bromododecanol

14-hydroxy-1-tetradecyne

Downstream raw materials:

Δ¹³-tetradecenol