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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 66112Generated: October 25, 2026

Diethyl Ether → 1-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-(2-methoxyphenyl)piperazine

https://huagongshe.com/reaction/66112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium BicarbonateHCID 516892—
Reactant1,2,3,4-Tetrahydro-2-[[4-(2-methoxyphenyl)-1-piperazinyl]methyl]-1-naphthalenolHCID 22755562—
SolventWaterHCID 962—
SolventAcetic acid sulfuric acidHCID 23350293—
Product1-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-(2-methoxyphenyl)piperazineHCID 2275558798.4%

Reaction Steps

6.0 g of 1,2,3,4-tetrahydro-2-[[4-(2-methoxyphenyl)-1-piperazinyl]methyl]-1-naphthalenol (prepared as described in Example 1) is suspended in 24 ml of 20% sulfuric acid/acetic acid and the mixture is heated on a steam bath for 15 minutes. The reaction mixture is then cooled room temperature, diluted with water (200 ml) and then made alkaline to pH 8 using sodium bicarbonate solution. The alkaline suspension is extracted with two 250 ml portions of methylene chloride and the organic phase is back-washed with water (250 ml), dried over anhydrous sodium sulfate, filtered and concentrated. The syrup obtained solidifies upon addition of a minimal amount of ether to yield 5.6 g of the title compound, melting point 84°-85° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04130646
Source datasetuspto-grants-1978_12
ORD IDord-d2b273b9385a4b05a27f1ab9c1177119
Source noteuspto-grants-1978_12