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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365524Generated: October 26, 2026

Ethanol → 4-[(1-Isopropyl-4,4,7-trimethyl-1,2,3,4-tetrahydro-quinolin-6-yl)(cyclopropylmethyl)amino]benzoic acid

https://huagongshe.com/reaction/365524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium HydroxideHCID 14797—
ReactantEthyl [(1-isopropyl-4,4,7-trimethyl-1,2,3,4-tetrahydroquinolin-6-yl)(cyclopropylmethyl)amino]benzoateHCID 53850501—
Product4-[(1-Isopropyl-4,4,7-trimethyl-1,2,3,4-tetrahydro-quinolin-6-yl)(cyclopropylmethyl)amino]benzoic acidHCID 980146267%

Reaction Conditions

Temperature40 °C

Reaction Steps

4 Ethyl [(1-isopropyl-4,4,7-trimethyl-1,2,3,4-tetrahydroquinolin-6-yl)(cyclopropylmethyl)amino]benzoate (Compound 25, 0.1 g, 0.2 mmol) was dissolved in ethanol (4.0 mL) and the solution treated with 1.7 M KOH (1.0 mL). The solution was heated to 40° C. and stirred for 24 hours. The solution was cooled and concentrated under reduced pressure. The residue was diluted with water, acidified with 10% HCl, and extracted with ether (2×). The combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure. Purification by recrystallization in ethanol gave the title compound (63 mg, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06127382
Source datasetuspto-grants-2000_10
ORD IDord-2504e6a8bdf24acdaecfc8f2c7ac0984
Source noteuspto-grants-2000_10