Phthalic Anhydride → 2-(2-Methyl-1-octyl-1H-indole-3-carbonyl)benzoic acid

HRID 1413882

Reaktionsgleichung

Reaktionsgleichung von HRID 1413882
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[CH2:12]([N:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[C:21]1[CH3:29])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].[Cl-].[Al+3].[Cl-].[Cl-]>C1C=CC=CC=1>[CH2:12]([N:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:22]([C:4]([C:3]2[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=2[C:1]([OH:6])=[O:11])=[O:5])=[C:21]1[CH3:29])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Komponenten

5

Edukt 3

HCID 6811Phthalic AnhydrideHCID 1707081H-Indole, 2-methyl-1-octyl-HCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 197638022-(2-Methyl-1-octyl-1H-indole-3-carbonyl)benzoic acidAusbeute 35,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

In a manner similar to that described in part A of Example 1 hereinabove, 7.4 g (0.05 mole) of phthalic anhydride, 16.0 g (0.053 mole) of 76.5 percent active 1-n-octyl-2-methylindole, and 13.3 g (0.1 mole) of aluminum chloride were interacted in 50 ml of benzene to obtain 6.9 g of 2-[(1-n-octyl-2-methyl-3-indolyl)carbonyl]benzoic acid (Formula VIII: R0 =R1 =R2 =R3 =Y1 =H; R5 =CH3 ; R6 =(CH2)7CH3), as a pink-colored powder which melted at 121°-123° C. The nuclear magnetic spectrum was in agreement with the structure and a significant maxima occurred at 1717 cm-1 (C=O; s).

Quellen und Nachweise

ORD-Eintrag
ord-1c401d14a77c4c0e9af4cb625a3b3fcd
Quelldatensatz
uspto-grants-1981_02
Patentnummer
US04251446

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