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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2421041Generated: October 31, 2026

Water → Methyl 3-(2-tert-butoxy-2-oxoethoxy)-4-chlorobenzoate

https://huagongshe.com/reaction/2421041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantMethyl 4-chloro-3-hydroxybenzoateHCID 11819787—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-(2-tert-butoxy-2-oxoethoxy)-4-chlorobenzoateHCID 67215087—

Reaction Conditions

Temperature60 °C

Reaction Steps

Methyl 4-chloro-3-hydroxybenzoate [Chem. Pharm. Bull. 1994, 42(11),2365-9] (0.73 g), caesium carbonate (1.27 g) and tert butylbromoacetate (0.58 mL) in DMF (6 mL) were heated and stirred at 60° C. for 3 h. Water was added and the product was extracted into ethyl acetate. The extracts were dried over sodium sulphate, filtered and the solvent was evaporated. The resulting oil was purified by flash chromatography, using 1:10 ethyl acetate/isohexane as eluent, to yield the subtitle compound as a colourless oil (1.25 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07956070B2
Source datasetuspto-grants-2011_06
ORD IDord-733c534a2e2448f88aa84aebbe00f5d4
Source noteuspto-grants-2011_06