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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22344Generated: October 29, 2026

4-Phenylpiperidine → 2,3-dihydro-7-methoxy-8-[5-(4-phenyl-1-piperidinyl)pentyloxy]cyclopenta[c][1]benzopyran-4(1H)-one

https://huagongshe.com/reaction/22344

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-PhenylpiperidineHCID 69873—
ReactantFumarateHCID 5460307—
Reactant8-(5-bromopentyloxy)-2,3-dihydro-7-methoxycyclopenta[c][1]benzopyran-4(1H)-oneHCID 19927636—
SolventIsopropanolHCID 3776—
Solventtert-Butyl methyl etherHCID 15413—
Product2,3-dihydro-7-methoxy-8-[5-(4-phenyl-1-piperidinyl)pentyloxy]cyclopenta[c][1]benzopyran-4(1H)-oneHCID 1992771837%

Reaction Steps

Method B (20 h at 80° C.); starting materials: 8-(5-bromopentyloxy)-2,3-dihydro-7-methoxy-cyclopenta[c][1]benzopyran-4(1H)-one (example 85) and 4-phenylpiperidine; yield 37%; fusion point 103°-105° C. (from isopropanol and TBME). Fumarate: method E; yield 94%; fusion point 176°-178° C. (from isopropanol and TBME).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05428038
Source datasetuspto-grants-1995_06
ORD IDord-1c7274b96f0b47aa88e9a7f1d1e0c0ba
Source noteuspto-grants-1995_06