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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1701581Generated: October 31, 2026

Water → HCID 15942836, compound

https://huagongshe.com/reaction/1701581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 22810375HCID 22810375—
SolventTetrahydrofuranHCID 8028—
ProductHCID 15942836HCID 1594283673%

Reaction Steps

To a suspension of 1.1 g of lithium aluminum hydride in 120 ml of anhydrous tetrahydrofuran, 10.8 g (0.03 mol) of crude (±)-3-phenyl-N-formylmorphinan in 50 ml of tetrahydrofuran was added dropwise. After the mixture had been refluxed for 3 hrs, it was cooled to room temperature and ethyl acetate followed by water were added dropwise. The resulting suspension was dried, filtered and the filtrate concentrated in vacuo to give a dark brown oil which was distilled, bp 170°-180° (0.05 mm Hq) to afford 7.6 g (73%) of crude (±)-3-phenoxy-N-methylmorphinan.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04194044
Source datasetuspto-grants-1980_03
ORD IDord-e4a6c7c23e6749699e9b1bddb07a5740
Source noteuspto-grants-1980_03