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ChemicalBook CAS DataBase List Methyl 3-(5-methoxy-1H-indol-3-yl)propanoate
100372-62-1

Methyl 3-(5-methoxy-1H-indol-3-yl)propanoate synthesis

2synthesis methods
2-Propenoic acid, 3-(5-methoxy-1H-indol-3-yl)-, methyl ester, (E)- (9CI)

156355-81-6
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Methyl 3-(5-methoxy-1H-indol-3-yl)propanoate

100372-62-1
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Yield:100372-62-1 92%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in tetrahydrofuran at 20; for 16 h;

Steps:

3.2 Step 2-PREPARATION OF 3- (5-METLIOXY-IH-INDOL-3-YL)-PROPIONIC ACID NZETHYL ESTER 4 :

[0355] To a solution of 3- (5-METHOXY-LH-INDOL-3-YL)-ACRYLIC acid methyl ester 3 (3 g; 0.013 mol) in tetrahydrofuran (THF, 70 mL) was added palladium on activated carbon (10%; 0.72 g). The solution was DEOXYGENATED under vacuum and hydrogen was introduced to the reaction flask from a balloon filled with hydrogen. The process was repeated three times and the reaction mixture was stirred for 16 h at room temperature. The mixture was filtered through celite and the filtrate was evaporated under reduced pressure to yield ester 4 as a while solid (2.78 g; 92% yield; M + 1 = 234.0).

References:

WO2005/9958,2005,A1 Location in patent:Page 95-96