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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445199Generated: October 29, 2026

Ammonium formate → 6-Methoxy-1-{4-[2-(piperidin-1-yl)ethoxy]phenoxy}naphthalen-2-ol

https://huagongshe.com/reaction/445199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant1-{2-[4-(2-Benzyloxy-6-methoxy-naphthalen-1-yloxy)-phenoxy]-ethyl}-piperidineHCID 11677433—
CatalystPalladium hydroxideHCID 9942167—
SolventEthylacetate methanolHCID 21584119—
Product6-Methoxy-1-{4-[2-(piperidin-1-yl)ethoxy]phenoxy}naphthalen-2-olHCID 5833854798.4%

Reaction Steps

Add 1-{2-[4-(2-benzyloxy-6-methoxy-naphthalen-1-yloxy)-phenoxy]-ethyl}-piperidine (12.4 g, 25.5 mmol) to a methanol/ethyl acetate mixture (1:1, 490 mL) and heat to form a solution. Remove heat and add ammonium formate (4.83 g, 76.6 mmol) and Pd(OH)2 on Carbon (20% ww, 1.58 g, 1.12 mmol). Reflux the solution for 50 minutes then filter. Concentrate the filtrate to provide 6-methoxy-1-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-naphthalene-2-ol (9.9 g, 25.1 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476300B2
Source datasetuspto-grants-2013_07
ORD IDord-94a4e73243894106ac3c65969e1eedae
Source noteuspto-grants-2013_07