反应 #44349

ord-6b9daae981f34ac9a60d74c02ef11212

反应方程式

Cl
HCl
[Li][CH2]CCC
Butyl lithium
CSc1ccc(Br)cc1Cl
product
CSc1ccc(Br)cc1Cl
4-Bromo-2-chloro-1-(methylthio)benzene
CC(C)OB(OC(C)C)OC(C)C
triisopropylborate
CSc1ccc(B(O)O)cc1Cl
sub-title compound
CSc1ccc(B(O)O)cc1Cl
[3-Chloro-4-(methylthio)phenyl]boronic acid

溶剂

反应条件

温度
20°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取extracted with ether (three times)
  2. 2
    干燥The organic extracts were dried (MgSO4)
  3. 3
    其他evaporated
  4. 4
    其他purified by chromatography (silica, petrol-ether as eluent)

实验过程

Butyl lithium (15 ml, 1.9M in hexanes) was added over 40 min to a solution of the product from step b) (6.82 g) and triisopropylborate (8.0 ml) in THF (30 ml) at −78° C. and stirred for a further 1 h. 2M HCl (20 ml) was added, the mixture was warmed to 20° C. and extracted with ether (three times). The organic extracts were dried (MgSO4), evaporated and purified by chromatography (silica, petrol-ether as eluent) to give the sub-title compound (1.82 g).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07737135B2uspto-grants-2010_06