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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1380640Generated: October 26, 2026

4-Nitrophenol → 4-Nitrophenyl 2-Chloroacetoacetate

https://huagongshe.com/reaction/1380640

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrophenolHCID 980—
Reactant5-Chloro-2,2,6-Trimethyl-1,3-Dioxin-4-OneHCID 13587835—
SolventO-XyleneHCID 7237—
Product4-Nitrophenyl 2-ChloroacetoacetateHCID 1358783684.6%

Reaction Conditions

Temperature135 °C

Reaction Steps

A solution of 5-chloro-2,2,6-trimethyl-4H-1,3-dioxin-4-one (8.8 g, 50 mmol) and 4-nitrophenol (7.65 g, 55 mmol) in 5 ml of xylene under continuous nitrogen purge was immersed in an oil bath preheated to 110° C. The reaction was then heated to 135° C. and then stirred an additional 15 minutes. The pale brown reaction was cooled to 20° C. and the precipitated product washed with ether/hexanes to afford 10.9 g (84%) of the title compound as flaky, white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04582913
Source datasetuspto-grants-1986_04
ORD IDord-7afc7e44ca2147bd989d4cc567ef1bac
Source noteuspto-grants-1986_04