1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propan-1-one

Base Information

• Chemical Name: 1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propan-1-one
• CAS No.: 134892-17-4
• Molecular Formula: C₁₅H₂₁BO₃
• Molecular Weight: 260.141
• Mol file: 134892-17-4.mol

Synonyms:1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propan-1-one

Chemical Property of 1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propan-1-one

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propan-1-one

There total 11 articles about 1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propan-1-one 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%

3-chloropropiophenone (936-59-4) + bis(pinacol)diborane (73183-34-3) → 1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propan-1-one (134892-17-4)

Guidance literature:

bis(pinacol)diborane; With potassium phosphate; copper(l) iodide; In tert-Amyl alcohol; at 20 ℃; for 0.5h; Inert atmosphere;

3-chloropropiophenone; In tert-Amyl alcohol; at 60 ℃; for 20h; Solvent; Reagent/catalyst; Inert atmosphere;

DOI:10.1002/cctc.201402823

Reference yield: 88.0%

Phenyl vinyl ketone (768-03-6,26742-84-7) + bis(pinacol)diborane (73183-34-3) → 1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propan-1-one (134892-17-4)

Guidance literature:

With [Cu(phen)(xantphosTEPD)]PF₆; potassium carbonate; In water; acetonitrile; at 20 ℃; for 7h; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1002/anie.202101874

Reference yield: 75.0%

acetophenone dimethylhydrazone (13466-32-5) + 2-(iodomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (70557-99-2) + water (7732-18-5) → 1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propan-1-one (134892-17-4)

Guidance literature:

With n-butyllithium; copper diacetate; diisopropylamine; In tetrahydrofuran; to a soln. of amine added a soln. of BuLi (Ar, 0° C), stirred for 20 min, hydrazone added dropwise, stirred (2 h, 0°C), B comp. added (-78°C), warmed to room temp. for 5 min, stirred (12 h), quenched (sat. aq. NH4Cl), extd. (EtAc),; dried (MgSO4), evapd. (vac.), ppt. dissolved (THF), aq. soln. of Cu salt added, strirred for 12 h, THF removed (vac.), aq. NH4Cl added, extd. (ethylacetate), washed (aq. NaHCO3), dried (MgSO4), solvent removed (vac.), distilled (120°C, 0.5 mmHg);

DOI:10.1039/b004573j

upstream raw materials:

acetophenone dimethylhydrazone

2-(iodomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

water

Phenyl vinyl ketone

Downstream raw materials:

3-hydroxy-1-phenylpropan-1-one

3-[(4R,5R)-4,5-bis(1-methoxycyclopentyl)-1,3,2-dioxaborolan-2-yl]propiophenone