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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 218570Generated: October 26, 2026

Ammonium formate → N-[(4-dimethylaminophenyl)methyl]-5-hydroxy-N-(4-isopropylphenyl)-1,2,3,4-tetrahydronaphthalene-1-carboxamide

https://huagongshe.com/reaction/218570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant5-benzyloxy-N-[(4-dimethylaminophenyl)methyl]-N-(4-isopropylphenyl)-1,2,3,4-tetrahydronaphthalene-1-carboxamideHCID 10280149—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
ProductN-[(4-dimethylaminophenyl)methyl]-5-hydroxy-N-(4-isopropylphenyl)-1,2,3,4-tetrahydronaphthalene-1-carboxamideHCID 1027516780.2%

Reaction Steps

5-Benzyloxy-N-[(4-dimethylaminophenyl)methyl]-N-(4-isopropylphenyl)-1,2,3,4-tetrahydronaphthalene-1-carboxamide (0.75 g) was dissolved in methanol (60 mL), and 10% palladium carbon (0.5 g) and ammonium formate (1.5 g) were added. The mixture was stirred at room temperature for one day. The reaction mixture was filtrated, and the filtrate was concentrated. Water was added to the residue, and the precipitated crude crystals were recrystallized from ethyl acetate to give N-[(4-dimethylaminophenyl)methyl]-5-hydroxy-N-(4-isopropylphenyl)-1,2,3,4-tetrahydronaphthalene-1-carboxamide (0.5 g). melting point: 200-202° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198454B2
Source datasetuspto-grants-2012_06
ORD IDord-2bd752c79eb14844af62961458efe573
Source noteuspto-grants-2012_06