Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052893Generated: November 1, 2026

Toluene → 5-Benzyloxy-5-(4-fluoro-phenyl)-1-morpholin-4-yl-pentan-1-one

https://huagongshe.com/reaction/1052893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
Reactant1-(4-Fluoro-phenyl)-5-hydroxy-5-morpholin-4-yl-pentan-1-oneHCID 66713568—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product5-Benzyloxy-5-(4-fluoro-phenyl)-1-morpholin-4-yl-pentan-1-oneHCID 6671268784.8%

Reaction Steps

1.8 gms of Sodium hydride was taken in 50 ml of tetrahydrofuran at 0° C., to this 5 gms of 1-(4-Fluoro-phenyl)-5-hydroxy-5-morpholin-4-yl-pentan-1-one was added under nitrogen atmosphere and maintained for about 30 minutes. To the reaction mass 3.4 gms of benzyl bromide was added at 20-25° C. and stirred for about 6 hours. Quenched the reaction mass with hydrochloric acid and stirred for about 15 minutes. Separated the layers and extracted the reaction mass with ethyl acetate. Organic layer was separated and dried over sodium sulphate. Distilled off the solvent completely and isolated the compound by adding 7 ml of toluene and 35 ml of hexane. Filtered the compound, washed with hexane and dried at 35-40° C. to get 5.6 gms of 5-Benzyloxy-5-(4-fluoro-phenyl)-1-morpholin-4-yl-pentan-1-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388440B2
Source datasetuspto-grants-2016_07
ORD IDord-59f095076d254d2bb580237d7b0d4a0d
Source noteuspto-grants-2016_07