4,4,5,5-tetramethyl-2-(3-phenoxyprop-1-en-2-yl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-tetramethyl-2-(3-phenoxyprop-1-en-2-yl)-1,3,2-dioxaborolane
• CAS No.: 1429767-22-5
• Molecular Formula: C₁₅H₂₁BO₃
• Molecular Weight: 260.141
• Mol file: 1429767-22-5.mol

Synonyms:4,4,5,5-tetramethyl-2-(3-phenoxyprop-1-en-2-yl)-1,3,2-dioxaborolane

Chemical Property of 4,4,5,5-tetramethyl-2-(3-phenoxyprop-1-en-2-yl)-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4,5,5-tetramethyl-2-(3-phenoxyprop-1-en-2-yl)-1,3,2-dioxaborolane

There total 3 articles about 4,4,5,5-tetramethyl-2-(3-phenoxyprop-1-en-2-yl)-1,3,2-dioxaborolane 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: 82.0%

1-phenoxy-2-propyne (13610-02-1) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(3-phenoxyprop-1-en-2-yl)-1,3,2-dioxaborolane (1429767-22-5)

Guidance literature:

bis(pinacol)diborane; With C₂₃H₃₇ClCuN; sodium t-butanolate; In tetrahydrofuran; at 22 ℃; for 0.0833333h; Inert atmosphere;

1-phenoxy-2-propyne; In tetrahydrofuran; methanol; at 22 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.202106107

Reference yield: 62.0%

1-phenoxy-2-propyne (13610-02-1) + bis(pinacol)diborane (73183-34-3) → C15H21BO3 + 4,4,5,5-tetramethyl-2-(3-phenoxyprop-1-en-2-yl)-1,3,2-dioxaborolane (1429767-22-5)

Guidance literature:

With bromobenzene; 2,2,2-trifluoroethanol; palladium diacetate; tricyclohexylphosphine; In toluene; at 80 ℃; for 12h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03416

Reference yield:

1-phenoxy-2-propyne (13610-02-1) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4,5,5-tetramethyl-2-(3-phenoxyprop-1-en-2-yl)-1,3,2-dioxaborolane (1429767-22-5) + (E)-4,4,5,5-tetramethyl-2-(3-phenoxyprop-1-en-1-yl)-1,3,2-dioxaborolane

Guidance literature:

With silver hexafluoroantimonate; In neat (no solvent); at 20 ℃; for 48h; Overall yield = 56 %; Overall yield = 0.146 g; stereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/c8cc07499b

upstream raw materials:

1-phenoxy-2-propyne

bis(pinacol)diborane

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane