HCID 13409286, compound → HCID 13409301, compound

HRID 1980544Notes

Reaction equation

HRID 1980544 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]2[CH2:16][CH2:15][CH:14]([C:17]([O:19]C)=[O:18])[CH2:13][CH:12]=2)=[C:3]1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.CN1C2C(=CC=CC=2)C(C2C=CC(C(OC)=O)=CC=2)=C1C1C=CC=CC=1>>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([OH:19])=[O:18])=[CH:13][CH:12]=2)=[C:3]1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 13409286HCID 13409286, compoundHCID 13409299Methyl 4-(1-methyl-2-phenyl-1H-indol-3-yl)benzoate

Product 1

HCID 13409301HCID 13409301, compoundYield 75.5%

Procedure

By a procedure analogous to that of Example 15, 10.2 g of methyl 4-(1-methyl-2-phenyl-1H-indol-3-yl)-3-cyclohexene-1-carboxylate (Example 5) was aromatized to methyl 4-(1-methyl-2-phenyl-1H-indol-3-yl)benzoate [IV; R' and R"=CH3 ], m.p. 165°-166° C., and the latter hydrolyzed to yield 7.3 g (74%) of 4-(1-methyl-2-phenyl-1H-indol-3-yl)-benzoic acid [IV; R'=CH3, R"=H], m.p. 235°-240° C. (from aqueous dioxane).

Sources & evidence

ORD record
ord-1be8a056310b4271aac5a44e15448c8c
Source dataset
uspto-grants-1985_04
Patent number
US04510158

Reaction notes

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