反应 #1375832

反应方程式

methyl iodide

lithium diisopropyl amide

LDA

methyl 2-(1-methyl-3-indolyl)acetate

ammonium chloride

→

product

methyl 2-methyl-2-(1-methyl-3-indolyl)acetate

溶剂

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   workup.STIRRINGstirred for an additional 30 minutes
2. 2
   萃取extracted with diethyl ether
3. 3
   萃取The ether extract
4. 4
   干燥was dried over magnesium sulfate
5. 5
   浓缩concentrated to an oil by evaporation

实验过程

To a solution of lithium diisopropyl amide, LDA, (5.5 millimole) in 10 mL of dry tetrahydrofuran at -78° C. was added dropwise a solution of methyl 2-(1-methyl-3-indolyl)acetate (1.02 g) in 3 mL of dry tetrahydrofuran. This mixture was stirred for one hour, then 1.42 g of methyl iodide was added and the mixture was warmed to room temperature and stirred for an additional 30 minutes. The mixture was poured into a solution of aqueous saturated ammonium chloride and then extracted with diethyl ether. The ether extract was dried over magnesium sulfate and concentrated to an oil by evaporation. The residue was subjected to silica gel chromatography using a developing solution of hexanes/ethyl acetate (6:1 by volume) to give 1.04 g of the product.

来源