2-isopropoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile synthesis
- Product Name:2-isopropoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
- CAS Number:1258440-84-4
- Molecular formula:C16H22BNO3
- Molecular Weight:287.16
1258440-83-3
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Yield:1258440-84-4 92%
Reaction Conditions:
with potassium acetate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,4-dioxane at 90;Inert atmosphere;
Steps:
47
A mixture of 5-iodo-2-isopropoxybenzonitrile (15g, 0.052mol), PJn2B2 (15.9g, 0.0627mol), Pd(dppf)CI2 (4.3 g, 5.2 mmol) and KOAc (15.3 g, 0.156 mol) and dioxane (150 mL) was stirred at 9O0C under N2 overnight. The reaction mixture was filtered and concentrated. Purification was performed by column chromatography (PE : EA = 200 : 1) to get 13.8 g of 2-isopropoxy-5-(4,4,5,5-tetramethyl- [1 ,3,2]dioxaborolan-2-yl)-benzonitrile(yield 92%). δH (CDCI3, 400 MHz): 7.9-8.0 (1H, d), 7.85-7.89 (1H1 dd), 6.92-6.90 (1H, d), 4.65- 4.74 (1H, m), 1.39-1.37 (6H, s), 1.24 (6H1 s) ppm. MS (ES+): C16H22BNO3 requires 287; found 288 (M+H+).
References:
WO2010/145202,2010,A1 Location in patent:Page/Page column 43-44
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