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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1384414Generated: November 2, 2026

2-Bromo-2'-acetonaphthone → 4-Hydroxy-undecanoic acid-2-naphthalen-2-yl-2-oxo-ethyl ester

https://huagongshe.com/reaction/1384414

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromo-2'-acetonaphthoneHCID 69179—
ReactantSodium 4-hydroxyundecanoateHCID 23710311—
CatalystTetrabutylammonium BromideHCID 74236—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product4-Hydroxy-undecanoic acid-2-naphthalen-2-yl-2-oxo-ethyl esterHCID 2118682426.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

A suspension of 20.00 g of 2-bromo-2′-acetonaphtone, 18.01 g of 4-hydroxy-undecanoic acid sodium salt, and 0.5 g of tetrabutylammonium bromide in 180 ml of dimethylformamide was stirred for 6 hours at 50° C. Then, the reaction mixture was diluted with ether and washed with water, 2N HCl, saturated sodium bicarbonate, and brine. Then, the mixture was dried, filtered, and evaporated to dryness. The resulting solid was purified by recrystallization to yield 7.92 g of colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06258854B1
Source datasetuspto-grants-2001_07
ORD IDord-5d944f93216e431c903ea25801bde7b8
Source noteuspto-grants-2001_07