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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1858780Generated: October 25, 2026

2-Chloromethyl-1,4-dimethoxy-naphthalene → tert-butyl (3RS,4RS)-3-(1,4-dimethoxy-naphthalen-2-ylmethoxy)-4-[4-(4-phenyl-butoxy)-phenyl]-piperidine-1-carboxylate

https://huagongshe.com/reaction/1858780

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloromethyl-1,4-dimethoxy-naphthaleneHCID 14854802—
Reactanttert-butyl (3RS,4RS)-3-hydroxy-4-[4-(4-phenyl-butoxy)-phenyl]-piperidine-1-carboxylateHCID 54504409—
Producttert-butyl (3RS,4RS)-3-(1,4-dimethoxy-naphthalen-2-ylmethoxy)-4-[4-(4-phenyl-butoxy)-phenyl]-piperidine-1-carboxylateHCID 53716657—

Reaction Steps

In an analogous manner to that described in Example 1(g), by alkylating tert-butyl (3RS,4RS)-3-hydroxy-4-[4-(4-phenyl-butoxy)-phenyl]-piperidine-1-carboxylate [Example 122(b)] with 2-chloromethyl-1,4-dimethoxy-naphthalene [J.Org.Chem. (1983),48(19),3265-3268] there was obtained tert-butyl (3RS,4RS)-3-(1,4-dimethoxy-naphthalen-2-ylmethoxy)-4-[4-(4-phenyl-butoxy)-phenyl]-piperidine-1-carboxylate as a colourless, viscous oil; MS: 626 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06150526
Source datasetuspto-grants-2000_11
ORD IDord-581b1c5668c84545a962432d89d339f4
Source noteuspto-grants-2000_11