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ChemicalBook CAS DataBase List (3E)-1-Acetyl-3-(ethoxyphenylmethylene)-2,3-dihydro-2-oxo-1H-indole-6-carboxylic Acid Methyl Ester

(3E)-1-Acetyl-3-(ethoxyphenylmethylene)-2,3-dihydro-2-oxo-1H-indole-6-carboxylic Acid Methyl Ester synthesis

2synthesis methods
-

Yield:1168152-06-4 82%

Reaction Conditions:

at 110; for 4 h;

Steps:

1 Intermediate A: (E)-Methyl 1 -acetyl-3-(ethoxy(phenyl)methylene)-2-oxoindoline-6- carboxylate

To a stirred solution of methyl 2-oxoindoline-6-carboxylate (1.00 g, 5.23 mmol) in acetic anhydride (10.9 mL, 1 15 mmol) was added (triethoxymethyl)benzene (3.55 mL, 15.7 mmol) and the mixture was stirred at 1 10 °C for 4 h. The reaction mixture was cooled to rt and the resulting precipitate collected by filtration. The precipitate was washed with hexanes (100 mL) and dried in vacuo to afford the subtitle compound (£)-methyl 1-acetyl-3- (ethoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate as a beige solid (1.66 g, 82%); Rl 2.61 min (Method 1); m/z 366 (M+H)+ (ES+).

References:

WO2017/109513,2017,A1 Location in patent:Page/Page column 26

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