4-Difluoromethoxyphenylboronic acid pinacol ester synthesis
- Product Name:4-Difluoromethoxyphenylboronic acid pinacol ester
- CAS Number:887757-48-4
- Molecular formula:C13H17BF2O3
- Molecular Weight:270.08
5905-69-1
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$10.00/5g
73183-34-3
567 suppliers
$6.00/5g
887757-48-4
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$22.00/100mg
Yield:887757-48-4 74%
Reaction Conditions:
with potassium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 in N,N-dimethyl-formamide at 90; for 1 h;Inert atmosphere;
Steps:
13.B-9.A
A. 2-(4-(difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolaneA mixture of commercially available l-bromo-4-(difluoromethoxy)benzene (1 g, 4.48 mmol), 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(l,3,2-dioxaborolane) (1.2g, 4.71 mmol), potassium acetate (1.3 g, 13.4 mmol), and PdCl2(dppf)-CH2Cl2 Adduct (0.18 g, 0.22 mmol) in DMF (15 mL) was stirred under nitrogen at 90 0C for 1 hour. Diluted with DCM, washed with water, sat. NaHCC^, brine, dried (MgSC^), and concentrated.The crude was purified using ISCO flash chromatography (silica gel/ hexanes/ethyl acetate 100:0 to 50:50 gradient) to afford the desired product 2-(4- (difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolane 13A (1.12 g, 3.32 mmol, 74.0 % yield) as a brown oil.
References:
WO2010/104830,2010,A1 Location in patent:Page/Page column 98-99
128140-82-9
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73183-34-3
567 suppliers
$6.00/5g
887757-48-4
73 suppliers
$22.00/100mg
22236-10-8
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$5.00/1g
73183-34-3
567 suppliers
$6.00/5g
333-27-7
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$12.00/1g
887757-48-4
73 suppliers
$22.00/100mg
5419-55-6
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$12.00/5g
5905-69-1
182 suppliers
$10.00/5g
887757-48-4
73 suppliers
$22.00/100mg
106-41-2
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$13.00/5g
887757-48-4
73 suppliers
$22.00/100mg