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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481343Generated: November 1, 2026

Citric Acid → HCID 89704694, compound

https://huagongshe.com/reaction/1481343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantPotassium trimethylsilanolateHCID 23668039—
ReactantHCID 71239543HCID 71239543—
SolventTolueneHCID 1140—
ProductHCID 89704694HCID 89704694—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 2,4-dichloro-6-trifluoromethylphenylacetic acid (0.36 mmol) in 3 mL toluene were added Et3N (0.44 mmol) and DPPA (0.36 mmol). The reaction mixture was heated to 110° C. for 3 h, cooled to 0° C. and a solution of potassium trimethylsilanolate (0.73 mmol, 1M in THF) was added. After stirring at RT for 30 min, an aqueous solution of 10% citric acid was added and the mixture was extracted twice with Et2O. The aqueous phase was basified with 1M NaOH solution and extracted 3 times with DCM. The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the desired product as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409917B2
Source datasetuspto-grants-2016_08
ORD IDord-cd512eb600d84e62b94ed65a81c22abc
Source noteuspto-grants-2016_08