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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747770Generated: October 31, 2026

Water → HCID 178468323, compound

https://huagongshe.com/reaction/1747770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantBenzyloxyacetyl chlorideHCID 177085—
ReactantHCID 178468321HCID 178468321—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178468323HCID 178468323—

Reaction Conditions

Temperature0 °C

Reaction Steps

NaH (4.28 g) was suspended in THF (30 mL), and a solution of 3-[(2-tert-butoxyphenyl)hydrazono]pentane-2,4-dione (7.47 g) in THF (100 mL) was added dropwise at 0° C. The reaction mixture was stirred at 0° C. for 40 min, a solution of (benzyloxy)acetylchloride (5.55 mL) in THF (20 mL) was added at 0° C., and the mixture was stirred at 0° C. for 5 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (5.58 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150588B2
Source datasetuspto-grants-2015_10
ORD IDord-70277f035a7f45099e362c13a661645d
Source noteuspto-grants-2015_10