反応 #11504

反応方程式

4-butoxybenzoyl chloride

water

2-methyindole-4-carboxylic acid benzyl ester

sodium hydride

→

title compound

1-(4-Butoxybenzoyl)-2-methylindole-4-carboxylic acid benzyl ester

溶媒

ethyl acetate

N,N-dimethylformamide

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature overnight
2. 2
   その他separated
3. 3
   抽出The aqueous layer was extracted with ethyl acetate
4. 4
   洗浄The combined organic layer was washed with water
5. 5
   乾燥a saturated aqueous solution of sodium chloride, successively, dried
6. 6
   濃縮concentrated under reduced pressure
7. 7
   その他The residue was purified by column chromatography on silica gel (hexane-ethyl acetate)

実験手順

To a solution of 2-methyindole-4-carboxylic acid benzyl ester (690 mg; prepared in Reference Example 11) in N,N-dimethylformamide (8 ml) was added sodium hydride (114 mg; 60%) at 0° C., and the mixture was stirred at the same temperature for 30 minutes. To the reaction mixture was added 4-butoxybenzoyl chloride (0.54 ml), and the mixture was stirred at room temperature overnight. To the reaction mixture was added water and ethyl acetate, and then separated. The aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with water and a saturated aqueous solution of sodium chloride, successively, dried and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane-ethyl acetate) to give the title compound (1.02 g) having the following physical data.

出典