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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 374357Generated: October 25, 2026

Toluene → Fluoxetine

https://huagongshe.com/reaction/374357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant1-Chloro-4-(trifluoromethyl)benzeneHCID 7394—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantPotassium tert-butoxideHCID 23665647—
SolventWaterHCID 962—
ProductFluoxetineHCID 3386—

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 4.0 g (0.0357 mol) potassium t-butoxide, 30 ml of N-methylpyrrolidone, 5.0 g (0.0303 mol) of 1-phenyl-3-N-methylaminopropan-1-ol and 7.4 g (0.0410 mol) of 1-chloro-4-trifluoromethylbenzene was heated to 140° C. and the reaction mixture was agitated at this temperature for 3 hours. The mixture was then cooled to 20°-25° C. and 40 ml of toluene and 60 ml of water were added. The layers were separated and water-phase was extracted with 40 ml of toluene. The combined toluene-phases were washed four times with 20 ml of water. Toluene was evaporated under reduced pressure yielding 7.19 g of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05166437
Source datasetuspto-grants-1992_11
ORD IDord-b34bae52177e4aeaa7f77a82ff9cb36a
Source noteuspto-grants-1992_11