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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930961Generated: November 2, 2026

Water → 8-Methoxy-8-(methoxymethyl)-1,4-dioxaspiro[4.5]decane

https://huagongshe.com/reaction/930961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant8-(Methoxymethyl)-1,4-dioxaspiro[4.5]decan-8-olHCID 71247264—
SolventTetrahydrofuranHCID 8028—
Product8-Methoxy-8-(methoxymethyl)-1,4-dioxaspiro[4.5]decaneHCID 71247400—

Reaction Conditions

Temperature23 °C

Reaction Steps

To a mixture of 82.27 g sodium hydride (80%) in 2.1 L tetrahydrofuran was slowly added the solution of 208 g (1.03 mol) 8-(methoxymethyl)-1,4-dioxaspiro[4.5]decan-8-ol (prepared according to intermediate example 16f) in 1 L tetrahydrofuran under cooling. After 0.5 hours at 23° C. 143 mL iodomethane were added and the mixture was stirred at 23° C. overnight. Water was added and the mixture was extracted with ethyl acetate. The combined organic layers were washed with brine and dried over sodium sulfate. After filtration and removal of the solvent 227.5 g (max. 100%) of the title compound were obtained that was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296757B2
Source datasetuspto-grants-2016_03
ORD IDord-0f474e6879d444bbbbf910f82f14d0bb
Source noteuspto-grants-2016_03