二丁基硫醚

02

反应 #3003147

openreactiondata ↗

反应式

相关文献 (1)

openreactiondata ↗doi:10.6084/m9.figshare.5104873.v1; patent:US08063105B2

反应条件: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a THF solution (0.5 M) of 2-bromopyridine (2.8 eq.) was added, at −78° C., n-butyl lithium (1.6 M hexane solution, 2.8 eq.) dropwise over 15 min. The resulting yellow suspension was stirred at −78° C. for a further 15 min before an ether solution (0.5 M) of cuprous iodide (1.4 eq.) and dibutyl sulfide (2.8 eq.) was added over 15 min. The resulting reaction mixture was allowed to stir at −78° C. for 15 min and then at 0° C. for 15 min. Finally, to this was added dropwise at 0° C., a THF solution (0.1 M) of (2E)-2-cyano-N-cyclopropyl-3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}-N-(2,3-dimethylbenzyl)acrylamide (Example 1, Step 2, 1 eq.). The resulting emerald green suspension was stirred at 0° C. for 15 min and then at RT for 2 h. The reaction was quenched with 3:1 (v:v) sat. aq. NH4Cl:conc. aq. NH4OH solution and extracted with ether. The combined organic extracts were washed with brine, dried over MgSO4, filtered and the filtrate concentrated in vacuo. The crude product thus obtained was purified by way of column chromatography (SiO2, 10:1→1:1 (v/v) Hex:EtOAc). The title compound was isolated as a mixture of diastereomers. was added over 15 min The resulting reaction mixture at 0° C. for 15 min Finally, to this was added dropwise at 0° C. The resulting emerald green suspension was stirred at 0° C. for 15 min at RT for 2 h The reaction was quenched with 3:1 (v:v) sat. aq. NH4Cl aq. NH4OH solution and extracted with ether The combined organic extracts were washed with brine dried over MgSO4 filtered the filtrate concentrated in vacuo The crude product thus obtained was purified by way of column chromatography (SiO2, 10:1→1:1 (v/v) Hex:EtOAc)

来源 ID: ord-1414afcd05de430599c7a232a9ddb81b