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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473469Generated: October 30, 2026

2,4-Difluoroaniline → 8-(2,4-Difluorophenylamino)-1-methoxy-10,11-dihydrodibenzo[a,d]cyclohepten-5-one

https://huagongshe.com/reaction/473469

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DifluoroanilineHCID 9709—
ReactantPhosphineHCID 24404—
ReactantHCID 67360944HCID 67360944—
Reactantsodium 2-methylpropan-2-olateHCID 178418730—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
Solventtert-ButanolHCID 6386—
Product8-(2,4-Difluorophenylamino)-1-methoxy-10,11-dihydrodibenzo[a,d]cyclohepten-5-oneHCID 45280640—

Reaction Steps

For the synthesis of the title compound, 0.54 g (0.0020 mol) of 8-chloro-1-methoxy-10,11-dihydrodibenzo[a,d]cyclohepten-5-one, 0.26 g (0.0020 mol) of 2,4-difluoroaniline, 2 spatula tips of Pd(OAc)2, 0.14 g of phosphine ligand and 0.70 g (0.0073 mol) of NaOtert-Bu in 10 ml of toluene and 2 ml of tert-BuOH are reacted by method O. Purification is carried out by column chromatography (flash; SiO2; hexane 90%/ethyl acetate 10%). C22H17F2NO2 (Mr=365.38)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633312B2
Source datasetuspto-grants-2014_01
ORD IDord-07ef2bc75eae4f0f9a163b0ca4f956b5
Source noteuspto-grants-2014_01