![](/CAS/20150408/GIF/1000994-94-4.gif)
2-(4-(1,1-difluoroethyl)phenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane synthesis
- Product Name:2-(4-(1,1-difluoroethyl)phenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane
- CAS Number:1000994-94-4
- Molecular formula:C14H19BF2O2
- Molecular Weight:268.11
![Benzene, 1-bromo-4-(1,1-difluoroethyl)-](/CAS/20150408/GIF/1000994-95-5.gif)
1000994-95-5
97 suppliers
$32.00/250mg
![Bis(pinacolato)diboron](/CAS/20180808/GIF/73183-34-3.gif)
73183-34-3
566 suppliers
$6.00/5g
![2-(4-(1,1-difluoroethyl)phenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane](/CAS/20150408/GIF/1000994-94-4.gif)
1000994-94-4
38 suppliers
$125.00/100mg
Yield: 66%
Reaction Conditions:
with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;potassium acetate in 1,4-dioxane at 90; for 10 h;
Steps:
1.2 (2) 2-[4-(1,1-Difluoroethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Bispinacol diborate (22.5 g), [1,1’-bis(diphenylphosphino)ferrocene]palladium(II) dichloride-dichloromethanecomplex (904 mg) and potassium acetate (8.70 g) were added to a solution of 1-bromo-4-(1,1-difluoroethyl)benzene(9.80 g) synthesized in Example 1-(1) in 1,4-dioxane (60 mL), and stirred at 90°C for 10 hours. The reaction solutionwas poured into water, followed by extraction with chloroform. The solvent was evaporated under reduced pressure andthe obtained residue was purified by silica gel column chromatography (hexane) to give the title compound (7.87 g, yield66%) as a colorless solid.1H NMR (600 MHz, CDCl3) δ ppm 1.35 (s, 12H), 1.91 (t, J=18.2 Hz, 3H), 7.50 (d, J=7.8 Hz, 2H), 7.86 (d, J=7.8 Hz, 2H).
References:
Taisho Pharmaceutical Co., Ltd.;Nissan Chemical Industries, Ltd.;KURODA, Shoichi;IMAI, Yudai;KAWAGUCHI, Takanori;FUSEGI, Keiko;BOHNO, Masahiro;ASANUMA, Hajime;CHONAN, Tomomichi;SATO, Nagaaki;MONMA, Souichi;SASAKO, Shigetada;MIZUTANI, Marie;ITOH, Shin;OKADA, Takumi;OTA, Hirofumi;ISHIYAMA, Seishi EP2921489, 2015, A1 Location in patent:Paragraph 0112; 0113