1,3,2-Benzodioxaborole, 2-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-, (E)-

Base Information

• Chemical Name: 1,3,2-Benzodioxaborole, 2-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-, (E)-
• CAS No.: 109769-41-7
• Molecular Formula: C17H21BO2
• Molecular Weight: 268.164
• Mol file: 109769-41-7.mol

Synonyms:

Chemical Property of 1,3,2-Benzodioxaborole, 2-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-, (E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3,2-Benzodioxaborole, 2-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-, (E)-

There total 1 articles about 1,3,2-Benzodioxaborole, 2-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-, (E)- 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: 76.0%

2-ethynyl-1,3,3-trimethyl-1-cyclohexene (1892-05-3) + benzo[1,3,2]dioxaborole (274-07-7) → 2-(1-ethynyl-2,6,6-trimethylcyclohexene)-1,3,2-benzodioxaborole (109769-41-7)

Guidance literature:

In benzene; under N2; dropwise addn. of B-compound to enyne; stirred for 20 h at 70°C; addn. of MeOH at 25°C to destroy the residual hydride; flask quickly attached to Kugelrohr; flushed with N2; distn. under reduced pressure; NMR; mass spectra; GLC;

DOI:10.1246/bcsj.62.3892

Reference yield: 98.0%

ethyl 2-trifluoromethanesulfonyloxycyclohex-1-enecarboxylate (122135-83-5) + 2-(1-ethynyl-2,6,6-trimethylcyclohexene)-1,3,2-benzodioxaborole (109769-41-7) → ethyl 2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohex-1-enecarboxylate (189271-61-2)

Guidance literature:

With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; benzene; Heating;

DOI:10.1016/j.bmc.2006.04.043

Reference yield: 98.0%

4-Iodo-furan-3-carboxylic acid methyl ester (137304-09-7) + 2-(1-ethynyl-2,6,6-trimethylcyclohexene)-1,3,2-benzodioxaborole (109769-41-7) → methyl 2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]furan-3-carboxylate (905981-94-4)

Guidance literature:

With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; benzene; Heating;

DOI:10.1016/j.bmc.2006.04.043

upstream raw materials:

2-ethynyl-1,3,3-trimethyl-1-cyclohexene

benzo[1,3,2]dioxaborole

Downstream raw materials:

[(1Z,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienylsulfanyl]-benzene

(2Z,4E)-ethyl 3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoate

methyl 2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]benzoate

ethyl 2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclopent-1-enecarboxylate

Refernces