2-(4-Bromo-3-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane synthesis
- Product Name:2-(4-Bromo-3-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- CAS Number:1196394-83-8
- Molecular formula:C13H18BBrO3
- Molecular Weight:313
755027-18-0
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Yield:1196394-83-8 75%
Reaction Conditions:
with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;potassium acetate in 1,4-dioxane at 80;Inert atmosphere;
Steps:
2-(4-Bromo-3-methoxyphenyl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolane.
A mixture of l-bromo-4-iodo-2-methoxy benzene (8.0 g, 25.6 mmol), pi Eh (6.8 g, 26.9 mmol), Pd(dppf)Cl2 (940.0 mg, 1.3 mmol) and potassium acetate (6.3 g, 64.0 mmol) in dioxane (100 mL) was stirred at 80°C under an N2 atmosphere overnight. The reaction was filtered through a pad of Celite and the filter cake washed with EtOAc (50 mL x 3). The filtrate was concentrated under vacuum and the residue purified by silica gel column chromatography using 15: 1 petroleum ether/ethyl acetate to afford 2-(4-bromo-3-methoxyphenyl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (6.0 g, 75.0%) as a yellow oil. MS Calcd.: 312.0; Tf-NMR (CDCb, 400 MHz): d 7.53 (d, J= 7.6 Hz, 1H), 7.28-7.25 (m, 2H), 3.93 (s, 3H), 1.34 (s, 12H).
References:
WO2020/86533,2020,A1 Location in patent:Page/Page column 91
19056-40-7
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73183-34-3
569 suppliers
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1196394-83-8
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