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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 273731Generated: November 1, 2026

Ammonium formate → Pyridine, 4-[(3-methoxyphenyl)methyl]-

https://huagongshe.com/reaction/273731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
ReactantHCID 23499332HCID 23499332—
CatalystPalladiumHCID 23938—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
ProductPyridine, 4-[(3-methoxyphenyl)methyl]-HCID 60796598.8%

Reaction Steps

Ammonium formate (25 g) was added to a mixture of 4-(3-methoxybenzoyl)-pyridine (27 g, 127 mmole) and 10% palladium on charcoal (7 g) in acetic acid (250 ml). The mixture was heated at reflux for 0.5 hr. The mixture was cooled and diluted with an equal volume of methylene chloride. The catalyst was removed and the solution concentrated in vacuo. The residue was dissolved in water and basified with sodium hydroxide. The mixture was extracted with ether. The extracts were dried and concentrated in vacuo to give the crude 4-(3-methoxybenzyl)pyridine (25 g, 98.8%) which was used without purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05387593
Source datasetuspto-grants-1995_02
ORD IDord-ba48f41013cf4acda7cdbc4ae5132b5c
Source noteuspto-grants-1995_02