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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1974616Generated: November 1, 2026

Potassium Sodium Tartrate → 3-chloro-N-ethyl-4-fluoroaniline

https://huagongshe.com/reaction/1974616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Sodium TartrateHCID 9357—
ReactantN-(3-Chloro-4-fluorophenyl)acetamideHCID 589188—
ReactantAluminium lithium hydrideHCID 21226445—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product3-chloro-N-ethyl-4-fluoroanilineHCID 1420248297.5%

Reaction Steps

A suspension of lithium aluminium hydride (44.1 g, 1.16 mmol) in absolute ether (700 ml) is treated dropwise with a solution of 3'-chloro-4'-fluoroacetanilide (BE Patent No. 891537; 109 g, 0.576 mol) in absolute THF (350 ml). The suspension obtained is stirred for 2 hours, then cooled to 0° and treated with a Rochelle salt solution (350 ml). The crystals obtained are filtered off and washed with ether. The organic solution is dried over magnesium sulphate and the solvent is distilled off under reduced pressure. There are obtained 97.5 g (97.5%) of 3-chloro-N-ethyl-4-fluoroaniline as an amorphous material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05283248
Source datasetuspto-grants-1994_02
ORD IDord-d75e15cedc8e4c92835accc47f92c250
Source noteuspto-grants-1994_02