Cyclohex-1-enylmethyl-diethyl-borane

Base Information

• Chemical Name: Cyclohex-1-enylmethyl-diethyl-borane
• CAS No.: 103216-74-6
• Molecular Formula: C₁₁H₂₁B
• Molecular Weight: 164.099
• Mol file: 103216-74-6.mol

Synonyms:Cyclohex-1-enylmethyl-diethyl-borane

Chemical Property of Cyclohex-1-enylmethyl-diethyl-borane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohex-1-enylmethyl-diethyl-borane

There total 2 articles about Cyclohex-1-enylmethyl-diethyl-borane 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: 53.0%

1-methylcyclohex-1-ene (591-49-1) + diethylchloroborane (5314-83-0) + potassium (7440-09-7) + bis(trimethylsilylmethyl)mercury (13294-23-0) → Cyclohex-1-enylmethyl-diethyl-borane (103216-74-6)

Guidance literature:

In diethyl ether; byproducts: KCl, Hg, SiMe4; Ar atmosphere; stirring of K-sand with Hg(CH2Si(CH3)3)2 (in cyclohexane) (1 h), addn. of olefin (excess), stirring (room temp., 48 h), centrifugation, addn. of B-compd. to soln. (-78 ° C), then room temp. (overnight); centrifugation and decantation, distn. of liquid phase; elem. anal.;

DOI:10.1016/0022-328X(85)80282-5

Reference yield:

K(1+)*C6H9CH2(1-)=K(C6H9CH2) (135305-28-1) + diethylchloroborane (5314-83-0) → Cyclohex-1-enylmethyl-diethyl-borane (103216-74-6)

Guidance literature:

In diethyl ether; addn. of potassium salt of olefin to Et2BCl (-78°C), then room temp., 3 h; centrifugation, decantation, washing of ppt. (Et2O), distn.;

DOI:10.1016/0022-328X(91)86135-D

Reference yield: 72.0%

Cyclohex-1-enylmethyl-diethyl-borane (103216-74-6) → 1-cyclohexene-1-methanol (4845-04-9)

Guidance literature:

With dihydrogen peroxide; trimethylamine; In tetrahydrofuran; water; for 2h; Ambient temperature;

DOI:10.1016/0022-328X(85)80282-5

upstream raw materials:

1-methylcyclohex-1-ene

diethylchloroborane

potassium

bis(trimethylsilylmethyl)mercury

Downstream raw materials:

2-(hydroxymethyl)-1-methylenecyclohexane

1-(2-Methylene-cyclohexyl)-ethanol

1-cyclohexene-1-methanol

2-methyl-1-acetyl-1-cyclohexene

Refernces

• 1、 Zaidlewicz, Marek. "Synthesis with organoboranes V. Hydroxymethylation and formylation of cycloalkenes via allylic organopotassium and organoboron compounds". . p. 103 - 107. Retrieved 1991.