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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968487Generated: October 27, 2026

Water → 8-[2-(4-Methoxyphenyl)ethyl]-1,4-dioxa-8-azaspiro[4.6]undecane

https://huagongshe.com/reaction/968487

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(2-Bromoethyl)-4-methoxybenzeneHCID 84427—
Reactant1,4-Dioxa-8-azaspiro[4.6]undecaneHCID 21679591—
SolventAcetonitrileHCID 6342—
Product8-[2-(4-Methoxyphenyl)ethyl]-1,4-dioxa-8-azaspiro[4.6]undecaneHCID 6928294985.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of intermediate (5) (0.114 mol), 1-(2-bromoethyl)-4-methoxy-benzene (0.172 mol) and K2CO3 (0.219 mol) in ACN (200 ml) was stirred at 80° C. for 2 hours. Water was added and the mixture was extracted with DCM. The organic layer was separated, dried , filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH/NH4OH 95/5/0.2). The pure fractions were collected and the solvent was evaporated, yielding 28.5 g of 8-[2-(4-methoxyphenyl)ethyl]-1,4-dioxa-8-azaspiro[4.6]undecane (intermediate 6).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07304052B2
Source datasetuspto-grants-2007_12
ORD IDord-0177bc7bb4844c0abf2d812eb1e53609
Source noteuspto-grants-2007_12