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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052892Generated: November 3, 2026

(-)-Diisopinocampheyl chloroborane → 1-(4-Fluoro-phenyl)-5-hydroxy-5-morpholin-4-yl-pentan-1-one

https://huagongshe.com/reaction/1052892

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(-)-Diisopinocampheyl chloroboraneHCID 4076588—
Reactant1-(4-Fluorophenyl)-5-(morpholin-4-yl)pentane-1,5-dioneHCID 58070809—
SolventTolueneHCID 1140—
Product1-(4-Fluoro-phenyl)-5-hydroxy-5-morpholin-4-yl-pentan-1-oneHCID 6671356854.6%

Reaction Steps

10 gms of 1-(4-Fluoro-phenyl)-5-morpholin-4-yl-pentane-1,5-dione was taken in 62 ml of toluene to this 46 ml of (−)-Diisopinocampheyl chloroborane (DIP chloride) solution was added at 0-5° C. Stirred the reaction mass for about 6 hours and quenched the reaction mass with 750 ml of 10% NaOH. To the reaction mass was washed with brine solution. Washed the obtained organic layer with ammonium chloride solution and dried over sodium sulphate. Distilled the solvent and isolated through column chromatography to get 5.5 gms of 1-(4-Fluoro-phenyl)-5-hydroxy-5-morpholin-4-yl-pentan-1-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388440B2
Source datasetuspto-grants-2016_07
ORD IDord-c8e5f9d616c34af3bb5cdfedb6f0b67d
Source noteuspto-grants-2016_07