تفاعل #11501

معادلة التفاعل

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

المذيبات

ethyl acetate

water

methanol

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe mixture was extracted
2. 2
   استخلاصThe aqueous layer was extracted with ethyl acetate
3. 3
   غسيلThe combined organic layer was washed with water
4. 4
   تجفيفa saturated aqueous solution of sodium chloride, successively, dried
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   أخرىThe residue was purified by column chromatography on silica gel (n-hexane-ethyl acetate)

الإجراء التجريبي

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.

المصدر