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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1450634Generated: November 2, 2026

Diethyl Ether → N-Methylhomoveratrylamine

https://huagongshe.com/reaction/1450634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantDichloromethaneHCID 6344—
ReactantHCID 4128531HCID 4128531—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
ProductN-MethylhomoveratrylamineHCID 77039—

Reaction Steps

The product of (i) was reduced in dry tetrahydrofuran or diethylether in conventional manner by the addition of 3 equivalents of LiAlH4 and subsequent refluxing of the mixture for 0.5-1 hr. After cooling and filtration, the solvent was evaporated and the product obtained by first extraction of the ethereal phase at pH 4, then at pH 10 with methylene chloride. Drying and evaporation of the solvent yielded 50-60% nearly pure oily product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05602174
Source datasetuspto-grants-1997_02
ORD IDord-b3b4fae2087542e39c67c79d3b6e9cd8
Source noteuspto-grants-1997_02