反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 60 °C
PROCEDURE
实验过程
3-Bromo-8-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl methoxy)-6,6-dimethyl-5,6-dihydro-benzo[b]carbazol-11-one (47.3 mg, 0.101 mmol), sodium methanethiolate (34.6 mg, 0.493 mmol), Pd2(dba)3 (13.1 mg, 0.0413 mmol), and Xantphos (17.9 mg, 0.0309 mmol) were dissolved in DMA (0.5 ml) and subjected to microwave irradiation at 200° C. for 30 min under nitrogen atmosphere. The resultant was partitioned between aqueous solution of potassium dihydrophosphoric acid and ethyl acetate. The organic layer was washed with saturated brine, and then concentrated under reduced pressure. The resulting residues were purified by thin layer chromatography (ethyl acetate/DCM). The resulting solid was dissolved in THF (0.23 ml) and MeOH (0.06 ml), and then added with 0.5 M sulfuric acid (0.12 ml). The resulting mixture was stirred at 60° C. for 2 hrs. The reaction solution was diluted with diethyl ether and neutralized with sodium hydrocarbonate (15.5 mg, 0.185 mmol). Thereafter, the solution was partitioned between brine and ethyl acetate. The organic layer was concentrated under reduced pressure. The resulting residues were added with diethyl ether. The precipitated solid was filtered to obtain the title compound as a white solid (15.8 mg, 39%).
WORKUP
后处理
- customirradiation at 200° C. for 30 min under nitrogen atmosphere
- customThe resultant was partitioned between aqueous solution of potassium dihydrophosphoric acid and ethyl acetate
- washThe organic layer was washed with saturated brine
- concentrationconcentrated under reduced pressure
- customThe resulting residues were purified by thin layer chromatography (ethyl acetate/DCM)
- dissolutionThe resulting solid was dissolved in THF (0.23 ml)
- additionMeOH (0.06 ml), and then added with 0.5 M sulfuric acid (0.12 ml)
- customThereafter, the solution was partitioned between brine and ethyl acetate
- concentrationThe organic layer was concentrated under reduced pressure
- additionThe resulting residues were added with diethyl ether
- filtrationThe precipitated solid was filtered