2-(2-fluoro-4-(Methylsulfonyl)phenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane synthesis
- Product Name:2-(2-fluoro-4-(Methylsulfonyl)phenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane
- CAS Number:1384951-71-6
- Molecular formula:C13H18BFO4S
- Molecular Weight:300.15
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Yield:1384951-71-6 10 g
Reaction Conditions:
with tris-(dibenzylideneacetone)dipalladium(0);potassium acetate;tricyclohexylphosphine in 1,4-dioxane at 90; for 4 h;
Steps:
2.2-3 2-(2-fluoro-4-methanesulfonyl-phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
To 1-bromo-2-fluoro-4-(methanesulfonyl)benzene (10.0 g, 39.51 mmol) obtained in Step 2-2, tricyclohexyl phosphine (1.1 g, 0.1 eq), Diboron (20.0 g, 2 eq), Pd2(dba)3 (1.8 g, 0.05 eq) and KOAc (7.7 g, 2 eq) were added, and 1,4-dioxane (100 mL) was further added thereto. The reaction mixture was stirred at 90° C. for 4 hours. After completion of the reaction, the mixture was cooled to room temperature. Then, the reaction mixture was mixed with water, extracted three times with ethyl acetate, and dried over anhydrous sodium sulfate, followed by concentration under reduced pressure. The resulting compound was purified using column chromatography (MC:MeOH=50: 1) to obtain the title compound (10 g). [0194] 1H NMR (300 MHz, DMSO-d6): δ 7.90 (m, 1H), 7.73 (m, 2H), 3.28 (s, 3H), 1.31 (s, 12H)
References:
US2013/274268,2013,A1 Location in patent:Paragraph 0192-0194
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