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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1264196Generated: October 25, 2026

Trifluoroacetic acid → 2-Chloro-4-(2-hydroxy-phenylamino)-2'-methylbenzophenone

https://huagongshe.com/reaction/1264196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(2-Tert-butoxy-phenylamino)-2-chloro-2'-methylbenzophenoneHCID 10135222—
SolventDichloromethaneHCID 6344—
Solvent2,2,2-TrifluoroethanolHCID 6409—
Product2-Chloro-4-(2-hydroxy-phenylamino)-2'-methylbenzophenoneHCID 9945773—

Reaction Conditions

Temperature-5 °C

Reaction Steps

A solution of 4-(2-tert-butoxy-phenylamino)-2-chloro-2′-methylbenzophenone (Compound 107) (1.33 g, 3.4 mmol) in a mixture of CH2Cl2 (5 ml) and trifluoroethanol (20 ml) was cooled to −5° C. under argron. Trifluoroacetic acid (423 mg, 3.7 mmol) was added dropwise and the reaction mixture was allowed to come to room temperature over 1 h. After 23 h at room temperature the reaction mixture was poured into saturated NaHCO3 and then extracted with EtOAc and CH2Cl2. The organic phases was collected, dried (MgSO4), filtered, and concentrated in vacuo to give the crude product. This was further purified by flash chromatography using EtOAc/pentane 1:4 as eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06541670B2
Source datasetuspto-grants-2003_04
ORD IDord-a40eb1594bdd4c15825370b83b5a0a83
Source noteuspto-grants-2003_04