Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189944Generated: October 30, 2026

Sodium hydride → HCID 86639137, compound

https://huagongshe.com/reaction/2189944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant3-ChloropropiophenoneHCID 70295—
Reactanttert-butyl N-methoxycarbamateHCID 12240290—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86639137HCID 8663913740.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a cooled (0° C.) solution of tert-butyl methoxycarbamate (2.35 g, 16.0 mmol) in THF (50 mL) was slowly added NaH (0.640 g, 16.0 mmol). After stirring at 0° C. for 5 minutes and then at room temperature for 30 minutes, the mixture was added dropwise to a solution of 3-chloro-1-phenylpropan-1-one (2.84 g, 16.8 mmol) in THF (25 mL). After stirring at room temperature for 30 minutes, the mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was chromatographed (10% ethyl acetate in hexanes) to provide the product (1.80 g, 40% yield) as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324257B2
Source datasetuspto-grants-2012_12
ORD IDord-bb23012484cb48848537252d700e7aec
Source noteuspto-grants-2012_12