반응 #11501

반응 방정식

carbon monoxide

2-methyl-4-trifluoromethanesulfoxyindole

1-(4-(2-Propyloxyethoxy)benzoyl)-2-methylindole-4-acetic acid

N,N-dimethylformamide

triethylamine

→

title compound

2-Methylindole-4-carboxylic acid methyl ester

용매

ethyl acetate

water

methanol

반응 조건

후처리

1. 1
   추출the mixture was extracted
2. 2
   추출The aqueous layer was extracted with ethyl acetate
3. 3
   세척The combined organic layer was washed with water
4. 4
   건조a saturated aqueous solution of sodium chloride, successively, dried
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The residue was purified by column chromatography on silica gel (n-hexane-ethyl acetate)

실험 절차

To a solution of 2-methyl-4-trifluoromethanesulfoxyindole (6.32 g; prepared in Reference Example 1) in methanol (33.43 ml)-N,N-dimethylformamide (200 ml) was added triethylamine (6.3 ml) and tetrakis(triphenylphosphine)palladium (2.6 g). The inside of the vessel was replaced with carbon monoxide and the mixture was stirred at 60° C. overnight. After the reaction was completed, to the mixture was added water and ethyl acetate and then the mixture was extracted. 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 (n-hexane-ethyl acetate) to give the title compound (4.29 g) having the following physical data.

출처