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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65955Generated: October 29, 2026

Water → 1-[3-(2,3-Dihydro-1,4-benzodioxin-2-yl)propyl]-4-phenylpiperidin-4-ol

https://huagongshe.com/reaction/65955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 21331974HCID 21331974—
CatalystEthyl AcetateHCID 8857—
SolventTetrahydrofuranHCID 8028—
Product1-[3-(2,3-Dihydro-1,4-benzodioxin-2-yl)propyl]-4-phenylpiperidin-4-olHCID 21331955—

Reaction Steps

The solution of 5 g of 1-[3-(1,4-benzodioxan-2-yl)propionyl]-4-hydroxy-4-phenylpiperidine in 50 ml of tetrahydrofuran is added to the stirred mixture of 2 g of lithium aluminum hydride and 50 ml of tetrahydrofuran at room temperature. Stirring is continued for 12 hours, whereupon the reaction mixture is decomposed with a few drops of ethyl acetate, 2 ml of water, 4 ml of 15% aqueous sodium hydroxide and 4 ml of water. It is filtered, the filtrate evaporated and the residue recrystallized from isopropanol, to yield the 2-[3-(4-hydroxy-4-phenylpiperidino)propyl]-1,4-benzodioxan melting at 95°-98°. The hydrochloride thereof is prepared in the above illustrated manner and recrystallized from isopropanol, mp. 155°-157°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04129655
Source datasetuspto-grants-1978_12
ORD IDord-eb1a59f93ff048f79e9b95f4d5206825
Source noteuspto-grants-1978_12