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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1679709Generated: October 30, 2026

Ethyl bromoacetate → (1-Oxo-2,2-diethyl-6,7-dichloro-5-indanyloxy)acetic Acid

https://huagongshe.com/reaction/1679709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium HydroxideHCID 14798—
Reactant2,2-Diethyl-5-hydroxy-6,7-dichloro-1-indanoneHCID 20358445—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product(1-Oxo-2,2-diethyl-6,7-dichloro-5-indanyloxy)acetic AcidHCID 20358467—

Reaction Conditions

Temperature55 °C

Reaction Steps

A stirred mixture of 2,2-diethyl-5-hydroxy-6,7-dichloro-1-indanone (3.6 g., 0.013 mole), potassium carbonate (4.2 g.) and ethyl bromoacetate (5 g.) in DMF (40 ml.) is warmed in an inert atmosphere at 55° C. for one hour, then treated with water (40 ml.) and 10N sodium hydroxide (6 ml.) and heated on a steam bath for 1.5 hours. The reaction mixture is poured into ice water (200 ml.), acidified, then extracted with ether, washed with water and dried over magnesium sulfate. Following evaporation of the ether the residue is crystallized from butyl chloride affording 1.3 g. of (1-oxo-2,2-diethyl-6,7-dichloro-5-indanyloxy)acetic acid which melts at 111° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04081554
Source datasetuspto-grants-1978_03
ORD IDord-aefb71034f31420399eee3dcf98340b8
Source noteuspto-grants-1978_03