Ethyl 2-[4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanoate synthesis
- Product Name:Ethyl 2-[4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanoate
- CAS Number:1228690-28-5
- Molecular formula:C17H25BO4
- Molecular Weight:304.189
111914-79-5
23 suppliers
$258.32/0.25g
73183-34-3
588 suppliers
$6.00/5g
1228690-28-5
12 suppliers
inquiry
Yield:1228690-28-5 85%
Reaction Conditions:
with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;potassium acetate in 1,4-dioxane at 110; for 16 h;Inert atmosphere;Sealed tube;
Steps:
11.B Intermediate 11B ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate
Intermediate 11B ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate [0520] [0521] To a mixture of Intermediate 11A (120 mg, 0.467 mmol), bis(pinacolato)diboron (142 mg, 0.56 mmol), and potassium acetate (137 mg, 1.40 mmol) in dioxane (4 mL), was added PdCl2(dppf) CH2Cl2 adduct (10 mg, 0.014 mmol). The reaction mixture was degassed (3× vacuum/Ar), sealed and heated at 110° C. for 16 h. The reaction mixture was concentrated and the residue was purified by flash chromatography (0-30% EtOAc/hexane gradient) to afford 120 mg (85%) of Intermediate 11B as a yellow oil. [0522] MS (ESI) m/z: 327.2 (M+H)+; 1H NMR (500 MHz, CDCl3) δ 7.81-7.75 (m, J=8.3 Hz, 2H), 7.35-7.29 (m, J=8.0 Hz, 2H), 4.11 (dddd, J=17.8, 10.6, 7.1, 3.6 Hz, 2H), 3.77-3.66 (m, 1H), 1.49 (d, J=7.2 Hz, 3H), 1.37-1.30 (m, 12H), 1.19 (t, J=7.2 Hz, 3H)
References:
US2014/206686,2014,A1 Location in patent:Paragraph 0520-0522
111914-79-5
23 suppliers
$258.32/0.25g
25015-63-8
216 suppliers
$22.39/5G
1228690-28-5
12 suppliers
inquiry
535-13-7
221 suppliers
$10.00/5g
![2-(4-BROMO-PHENYL)-4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLANE](/CAS/GIF/68716-49-4.gif)
68716-49-4
140 suppliers
$5.00/250mg
1228690-28-5
12 suppliers
inquiry
14062-25-0
253 suppliers
$6.00/5g
1228690-28-5
12 suppliers
inquiry