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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 905964Generated: October 31, 2026

Dichloromethane → HCID 59363373, compound

https://huagongshe.com/reaction/905964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantAcetyl chlorideHCID 6367—
ReactantDiisopropylethylamineHCID 81531—
ReactantRacemic [1-(2,2,2-trifluoro-ethyl)-piperidin-3-yl]-carbamic acid tert-butyl esterHCID 67386443—
ProductHCID 59363373HCID 5936337394%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a suspension of the product of step 1 in DCM at 0° C., DIPEA (4 eqv) was added slowly and stirred for 30 minutes at 25° C. The reaction mixture was cooled again to 0° C. and acetyl chloride (1.1 eqv) was added slowly. The resulting mixture was stirred at 25° C. for 16 hrs before being quenched by addition of saturated aqueous NaHCO3. The aqueous layer was back extracted three times with DCM. The combined organics were washed with H2O, dried (Na2SO4), filtered and evaporated. The residue was purified by SiO2 flash chromatography to give racemic 1-acetyl-3-methyl-piperidin-4-one (94% over two steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012974B2
Source datasetuspto-grants-2011_09
ORD IDord-fcecddb673734e6fbecb6ae7b1435cca
Source noteuspto-grants-2011_09