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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1819288Generated: November 1, 2026

Ammonium Chloride → HCID 18452898, compound

https://huagongshe.com/reaction/1819288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantTrifluoromethanesulfonateHCID 2758875—
ReactantHCID 178419772HCID 178419772—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18452898HCID 1845289865%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a room temperature solution of 1.5 g (5.57 mmol) of the triflate from Step A above, 0.32 g (6.56 mmol) of bis(dibenzylideneacetone)palladium and 1,1′-bis(diphenylphosphino)-ferrocene in 15 mL of tetrahydrofuran is added to 12.25 mL (6.13 mmol) of a 0.5 M solution of benzylzinc bromide in tetrahydrofuran via syringe. The mixture is heated to 65° C. for 16 hr and cooled to room temperature. The mixture is poured into saturated ammonium chloride and extracted two times with ethyl acetate. The combined organic portions are dried (MgSO4), filtered, and concentrated in vacuo. Chromatography (Biotage, 100% toluene) of the residue affords 0.76 g (65%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601738B2
Source datasetuspto-grants-2009_10
ORD IDord-98fd2eda4dd44cd498793971e07cb94a
Source noteuspto-grants-2009_10