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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 598788Generated: October 30, 2026

2-Bromobenzaldehyde → HCID 11218363, compound

https://huagongshe.com/reaction/598788

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromobenzaldehydeHCID 81129—
Reactant4-Methoxyphenylhydrazine hydrochlorideHCID 2723904—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventTolueneHCID 1140—
ProductHCID 11218363HCID 11218363—

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Bromobenzaldehyde (74 mg, 0.4 mmol), 4-methoxyphenylhydrazine hydrochloride (70 mg, 0.4 mmol), sodium tert-butoxide (115 mg, 1.2 mmol), palladium(II) acetate (18 mg, 0.08 mmol) and 1,1′-bis(diphenylphosphino)ferrocene (44 mg, 0.08 mmol) were dissolved in toluene (0.6 mL) and heated to 100° C. overnight. The mixture was filtered through Celite with ethyl acetate, and the filtrate was concentrated. SiO2 chromatography (5-20% ethyl acetate/hexanes) gave the desired product, 30 mg. LC-MS (C14H12N2O calculated 224) m/z 225 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897634B2
Source datasetuspto-grants-2011_03
ORD IDord-8999b0a565294e1abadee7053f2803fb
Source noteuspto-grants-2011_03