ChemicalBook CAS DataBase List (3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester

(3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester synthesis

7synthesis methods

Product Name:(3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester
CAS Number:1168150-46-6
Molecular formula:C18H15NO4
Molecular Weight:309.32

1174335-83-1
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(3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester

1168150-46-6
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Yield:1168150-46-6 93.5%

Reaction Conditions:

with methanol;potassium hydroxide for 0.666667 h;Reflux;

Steps:

8

l-(2-c oro-acetyl)-3-[l-methoxy-l-phenyl-meth-(E)-ylidene]-2-oxo-2,3-dihydro-lH- -6-carboxylic acid methyl ester (390.0 g / 1.0109 mol) was suspended in MeOH (1562 ml) and heated to reflux. A solution of KOH (23.35 g / 0.35 eq) in MeOH (196.8 ml) was added and the reaction was stirred for 40 minutes. After complete conversion the reaction was cooled down to 5°C and stirred for an additional 30 minutes. The precipitated product was filtered off, washed with cold MeOH and dried under vacuum to obtain 292.2 g (93.5 %) of 3 - [ 1 -methoxy- 1 -phenyl-meth-(E)-ylidene] -2-oxo-2,3 -dihydro- 1 H-indole-6-carboxylic acid methyl ester.

References:

WO2012/68441,2012,A2 Location in patent:Page/Page column 12; 13