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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2265339Generated: October 30, 2026

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

https://huagongshe.com/reaction/2265339

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 numberUS07855297B2
Source datasetuspto-grants-2010_12
ORD IDord-6b3af5bcd1354949aa6df96b8dfed658
Source noteuspto-grants-2010_12