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820223-94-7

820223-94-7 Structure

820223-94-7 Structure
IdentificationBack Directory
[Name]

2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
[CAS]

820223-94-7
[Synonyms]

4-Cyclohexylphenylboronic acid, pinacol ester
2-(4-Cyclohexylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1,3,2-Dioxaborolane, 2-(4-cyclohexylphenyl)-4,4,5,5-tetramet...
1,3,2-Dioxaborolane, 2-(4-cyclohexylphenyl)-4,4,5,5-tetramethyl-
[Molecular Formula]

C18H27BO2
[MDL Number]

MFCD17015819
[MOL File]

820223-94-7.mol
[Molecular Weight]

286.22
Chemical PropertiesBack Directory
[Boiling point ]

387.1±21.0 °C(Predicted)
[density ]

1.00±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H317-H319
[Precautionary statements ]

P280-P305+P351+P338
[HS Code ]

2931900090
Hazard InformationBack Directory
[Synthesis]

1-Bromo-4-cyclohexylbenzene

25109-28-8

Bis(pinacolato)diboron

73183-34-3

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

820223-94-7

Under nitrogen protection, 0.382 g of bis(pinacolato)diboron (1.2 eq.), 27.5 mg of dichloro[[1,1 '-bis(diphenylphosphino)ferrocene]palladium(II) (0.03 eq.), 41.7 mg of [1,1 '-bis(diphenylphosphino)ferrocene] (0.06 eq.), and 0.369 g of potassium acetate (3 eq.) were sequentially added to a solution containing 0.3 g of 1-bromo-4-cyclohexylbenzene to a 5 mL solution of degassed 1,4-dioxane. The reaction mixture was stirred at 80 °C for 17 hours. After completion of the reaction, the reaction solution was diluted with 100 mL of ethyl acetate, washed three times sequentially with 60 mL of water, the organic phase was dried with anhydrous sodium sulfate, and the solvent was removed by concentration under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: 95/5 heptane/ethyl acetate) to give 0.2 g 4-cyclohexylphenylboronic acid pinacol ester in 56% yield.1H NMR (DMSO) δ (ppm): 7.60 (d, 2H), 7.20 (d, 2H), 1.70 (m, 5H), 1.40 (m, 4H), 1.30 (m, 12H) .

[References]

[1] Patent: WO2005/3115, 2005, A1. Location in patent: Page/Page column 28
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