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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 743208Generated: October 26, 2026

Sodium hydride → N,N-Dimethyl-3-{2-[4-(2-methoxyphenyl)butyl]phenoxy}propylamine

https://huagongshe.com/reaction/743208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant3-(Dimethylamino)propyl chloride hydrochlorideHCID 94308—
Reactant2-[4-(2-Methoxyphenyl)butyl]phenolHCID 19423979—
SolventDimethylacetamideHCID 31374—
ProductN,N-Dimethyl-3-{2-[4-(2-methoxyphenyl)butyl]phenoxy}propylamineHCID 1942388185.2%

Reaction Steps

Following a procedure similar to that described in Example 2(a), 200 mg of 2-[4-(2-methoxyphenyl)butyl]phenol (prepared as described in Preparation 4), 75 mg of sodium hydride (as a 55% w/w dispersion in mineral oil) and 0.14 g of 3-dimethylaminopropyl chloride hydrochloride were reacted in 20 ml of dimethylacetamide. The crude product, extracted as described in Example 2(a), was purified by column chromatography through silica gel, using a 10:1 by volume mixture of methylene chloride and methanol as the eluent, to give 227 mg (yield 85%) of the title compound as pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05556864
Source datasetuspto-grants-1996_09
ORD IDord-79e7a6ecc7db4a0083533a7b5786e19a
Source noteuspto-grants-1996_09