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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1583946Generated: November 1, 2026

Benzene → HCID 20257375, compound

https://huagongshe.com/reaction/1583946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant4-Chlorobenzyl alcoholHCID 13397—
ReactantHCID 13206084HCID 13206084—
SolventWaterHCID 962—
ProductHCID 20257375HCID 2025737583.5%

Reaction Steps

To 30 ml of benzene were added 3.2 g of 2-(1-benzyl-1,2,3,4-tetrahydro-2,2-dimethylquinolin-6-yl)propionic acid (Compound 54), 4,4 g of p-toluenesulfonic acid and 14.3 g of 4-chlorobenzyl alcohol. The solution was heated and refluxed with removing water. The reaction mixture was concentrated, followed by washed petroleum ether and addition of ethyl acetate. Then the mixture was washed with sodium hydrogencarbonate, water and saturated aqueous solution of sodium chloride, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was purified by column chromatography on silica gel (Hexan acetate) to give 3.7 g of 4-chlorobenzyl 2-(1-benzyl-1,2,3,4-tetrahydro-2,2-dimethylquinolin-6-yl)propionate (Compound 59).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04555513
Source datasetuspto-grants-1985_11
ORD IDord-93ec5daa38604a3e947c6fecdb1c6ad0
Source noteuspto-grants-1985_11