Potassium Hydroxide → HCID 13885795, compound

HRID 653150Notes

Reaction equation

C[O:2][C:3]([C:5]1[N:6]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:7]2[C:12]([C:13]=1[O:14][CH:15]([CH3:17])[CH3:16])=[CH:11][C:10]([Cl:18])=[CH:9][CH:8]=2)=[O:4].[OH-].[K+]>>[Cl:18][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[N:6]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:5]([C:3]([OH:4])=[O:2])=[C:13]2[O:14][CH:15]([CH3:17])[CH3:16]

Participants

Reactant 2

HCID 14797Potassium Hydroxide

HCID 53650101HCID 53650101, compound

Product 1

HCID 13885795HCID 13885795, compoundYield 72%

Procedure

The crude 5-chloro-3-(1-methylethoxy)-1-phenyl-1H-indole-2-carboxylic acid methyl ester intermediate (14.8 g; 0.043 mole) was saponified with 6.4 g (0.11 mole) of potassium hydroxide as described in Example 1 to yield 10.2 g (72% yield) of the crude carboxylic acid product, mp 120° -dec. This material was used for further synthesis without additional purification.

Sources & evidence

ORD record: ord-993a10ade7d04b8db299e916468b5b29
Source dataset: uspto-grants-1987_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04675332

Reaction notes

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