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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1579893Generated: November 1, 2026

5-Aminosalicylic Acid → 1-(3-Carboxy-4-hydroxyphenyl)-5-methyl-2-phenyl-4,5,6,7-tetrahydroindole

https://huagongshe.com/reaction/1579893

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Aminosalicylic AcidHCID 4075—
Reactant4-Methyl-2-(2-oxo-2-phenylethyl)cyclohexanoneHCID 12270340—
SolventAcetic AcidHCID 176—
Product1-(3-Carboxy-4-hydroxyphenyl)-5-methyl-2-phenyl-4,5,6,7-tetrahydroindoleHCID 12270310—

Reaction Steps

a solution of 50 g. (0.22 mole) of 4-methyl-2-phenacylcyclohexanone, 33.7 g. (0.22 mole) of 5-aminosalicylic acid, and 257 ml. of glacial acetic acid was heated under reflux for 3 hours, cooled and filtered. The collected solid was washed with water and recrystallized from acetonitrile to provide 43.3 g. (57%) of yellow crystals, m.p. 213°-215°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03931407
Source datasetuspto-grants-1976_01
ORD IDord-fb23a48c86634586b2e838f2c2738133
Source noteuspto-grants-1976_01