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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473506Generated: November 4, 2026

2,4-Difluoroaniline → 2-(2,4-Difluorophenylamino)-8-methoxy-10,11-dihydrodibenzo[a,d]cyclo-hepten-5-one

https://huagongshe.com/reaction/473506

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DifluoroanilineHCID 9709—
ReactantPhosphineHCID 24404—
ReactantHCID 67361741HCID 67361741—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
Solventtert-ButanolHCID 6386—
Product2-(2,4-Difluorophenylamino)-8-methoxy-10,11-dihydrodibenzo[a,d]cyclo-hepten-5-oneHCID 6016713766%

Reaction Steps

In accordance with general method O, 0.52 g (1.9 mmol) of 2-chloro-8-methoxy-10,11-dihydrodibenzo[a,d]cyclohepten-5-one, 0.30 g (2.3 mmol) of 2,4-difluoroaniline, 0.04 g of Pd(OAc)2, 0.16 g of phosphine ligand and 0.86 g (8.9 mmol) of Na—O-tert-butylate are reacted in 10 ml of toluene and 2 ml of tert-BuOH. Purification is carried out by column chromatography (flash; SiO2; hexane 90%/ethyl acetate 10%). Yield: 66%; m.p.: 157° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633312B2
Source datasetuspto-grants-2014_01
ORD IDord-9a6050c769b04dba8fa169f5bec1d48b
Source noteuspto-grants-2014_01