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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1004134Generated: October 31, 2026

Formic Acid → 4-(4-Phenoxyphenyl)-1-[(2,3,4-trimethoxyphenyl)methyl]piperidine

https://huagongshe.com/reaction/1004134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
Reactant2,3,4-TrimethoxybenzaldehydeHCID 75006—
ReactantSodium BicarbonateHCID 516892—
Reactant(E)-1-[3-(4-hydroxy-3-methoxyphenyl)-2-propenyl]-4-(4-phenoxyphenyl)piperidineHCID 18412177—
SolventEthyl AcetateHCID 8857—
Product4-(4-Phenoxyphenyl)-1-[(2,3,4-trimethoxyphenyl)methyl]piperidineHCID 1841217473%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 1.27 g of the compound (9) synthesized in Example 2 and 0.8 g of 2,3,4-trimethoxybenzaldehyde was stirred at 120° C., then, 0.18 ml of formic acid was added dropwise. This was stirred for one hour at the same temperature, then ethyl acetate and a saturated aqueous solution of sodium hydrogencarbonate were added and the results were shaken. The organic layer was dried, filtered, then concentrated under reduced pressure to obtain a residue which was then purified by silica gel column chromatography (hexane:ethyl acetate=3:2) to obtain the above-referenced compound (29) in an amount of 1.46 g (yield 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06048876
Source datasetuspto-grants-2000_04
ORD IDord-6a2c08da0e214461bd2ea539b5c5c2ac
Source noteuspto-grants-2000_04