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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77339Generated: October 26, 2026

Water → 2-Benzyloxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane

https://huagongshe.com/reaction/77339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl ChlorideHCID 7503—
ReactantSodium hydrideHCID 24758—
Reactant2-Hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decaneHCID 66701518—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
Product2-Benzyloxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decaneHCID 7065621984%

Reaction Conditions

Temperature58 °C

Reaction Steps

2-hydroxymethyl-8-phenethyl-1,4-dioxa-8-azaspiro[4,5]decane (compound 1, 50 gm, 0.18 mole) was dissolved in toluene (250 ml) at room temperature. 10 gm of 60% of sodium hydride in toluene (300 ml) was added to the above solution until the effervescence ceased. 2 gram of phase transfer catalyst tetrabutylammonium bromide (TBAB) was added. Benzyl chloride, 23 gm was then added drop wise to the above reaction mass and the reaction was maintained at 58° C. for 15 hrs. The reaction mass was poured into water and organic layer was separated. Toluene was removed under reduced pressure to get a thick reddish brown liquid. The yield is 84%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841296B2
Source datasetuspto-grants-2014_09
ORD IDord-a24ceebfe54e4f4bba2988ebc1183c6b
Source noteuspto-grants-2014_09