反应 #3788

反应方程式

N-methoxy-N-methylbenzamide

HCl

N,N,N',N'-tetramethylethylene diamine

thiophenol

n-butyllithium

→

title compound

收率 59.6%

2-Mercaptobenzophenone

收率 59.6%

溶剂

cyclohexane

反应条件

后处理

1. 1
   workup.STIRRINGAfter stirring for 20 minutes
2. 2
   其他The product was partitioned between ethyl acetate
3. 3
   其他The layers were separated
4. 4
   洗涤the organic portion was washed with brine
5. 5
   干燥dried (Na2SO4)
6. 6
   过滤filtered
7. 7
   浓缩the filtrate was concentrated in vacuo
8. 8
   其他The liquid obtained
9. 9
   其他was purified

实验过程

To a solution of N,N,N',N'-tetramethylethylene diamine (4.4 g, 0.038 mol) and thiophenol (2 g, 0.018 mol) in cyclohexane (40 mL) was added dropwise n-butyllithium (24 mL, 0.038 mol) at room temperature. The suspension was stirred under nitrogen for 16 hours, followed by the dropwise addition of N-methoxy-N-methylbenzamide (3.39, 0.019 mol). After stirring for 20 minutes, the reaction mixture was added to cold aqueous HCl (1N). The product was partitioned between ethyl acetate and the acidic solution. The layers were separated and the organic portion was washed with brine, dried (Na2SO4), filtered, and the filtrate was concentrated in vacuo. The liquid obtained was purified using silica gel chromatography (75% hexane/25% ethyl acetate) to give 2.3 g of the title compound as a viscous yellow liquid.

来源