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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 35710Generated: October 25, 2026

Potassium Sodium Tartrate → 1-[1-(3,4-Dichlorophenyl)cyclobutyl]ethylamine

https://huagongshe.com/reaction/35710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Sodium TartrateHCID 9357—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant1-Acetyl-1-(3,4-dichlorophenyl)cyclobutane oximeHCID 86031113—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
Product1-[1-(3,4-Dichlorophenyl)cyclobutyl]ethylamineHCID 13083140—

Reaction Steps

A solution of the oxime prepared above (4.0 g) in ether (50 ml) was added slowly to a stirred suspension of lithium aluminium hydride (0.9 g) in ether (50 ml) under nitrogen. The mixture was heated under reflux for one hour and, after cooling, water and then a 20% aqueous solution of Rochelle's salt (potassium sodium tartrate tetrahydrate) (27 ml) and a 10% aqueous solution of sodium hydroxide (6 ml) added. The reaction mixture was stirred for one hour and then continuously extracted with ether during eighteen hours. The ether extract was dried and the ether removed to leave a solid from which 1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine was separated by high pressure liquid chromatography. The product was identified by standard analytical techniques as the compound of Example 1 in the form of its free base.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04767790
Source datasetuspto-grants-1988_08
ORD IDord-f58e48150f6d4f5bacb8a34d603b8129
Source noteuspto-grants-1988_08