Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596587Generated: October 30, 2026

Citric Acid → HCID 22554791, compound

https://huagongshe.com/reaction/1596587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
Reactantp-Anisoyl chlorideHCID 7477—
ReactantDesoxyanisoinHCID 67120—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22554791HCID 22554791—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of desoxyanisoin (1.0 equiv.) in THF at −78° C. was added dropwise 1.5 equiv. of [(CH3)2Si]2NLi. The solution was stirred for 1 h at −78° C., followed by addition of 1.2 equiv. of p-anisoyl chloride. The reaction mixture was stirred for 10 min at −78° C. and then for 22 h at rt, acidified with 10% citric acid, and extracted with EtOAc. The combined organic layers were washed with water and dried over Na2SO4. Removal of solvent in vacuo provided a crude solid which was purified by flash chromatography (CH2Cl2) to give 1,2,3-tris(4-methoxyphenyl)propane-1,3-dione.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06291505B1
Source datasetuspto-grants-2001_09
ORD IDord-87de28ace91241589dde08f34a1f3a6c
Source noteuspto-grants-2001_09