反応 #1375832

反応方程式

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

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

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

実験手順

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.

出典