反应 #217608
ord-d3c71c1d092349daaadbfda47e4a40e0
反应方程式
4-bromo-2-methylthiophene
N,N-diethylethanamine
4,4,5,5-tetramethyl-1,3,2-dioxaborolane
→
title compound ( D38 )
4,4,5,5-Tetramethyl-2-(5-methyl-3-thienyl)-1,3,2-dioxaborolane
溶剂
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1温度The reaction was cooled
- 2过滤filtered
- 3洗涤washing with tert-butyl methyl ether
- 4其他the residue purified by chromatography on silica gel (gradient of hexane to 3% ethyl acetate:hexane)
实验过程
To 4-bromo-2-methylthiophene (1.5 g, 8.5 mmol) in THF (17 ml) was added bis[(1,1-dimethylethyl)phosphanyl]palladium (218 mg, 0.43 mmol), then N,N-diethylethanamine (2.5 g, 25.4 mmol) and 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.63 g, 12.7 mmol) and the resulting mixture heated at 40° C. under argon for 2 hours. The reaction was cooled and then filtered, washing with tert-butyl methyl ether. The washings were reduced in vacuo and the residue purified by chromatography on silica gel (gradient of hexane to 3% ethyl acetate:hexane) to afford the title compound (D38). MS (ES+) m/e 225 [M+H]+.