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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922119Generated: October 31, 2026

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

https://huagongshe.com/reaction/922119

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 Steps

3.40 g (16.8 mmol) of the compound from Example 8A were dissolved in 170 ml of tetrahydrofuran, 1.01 g (25.2 mmol) of sodium hydride (60% in paraffin oil) were added and the mixture was stirred at room temperature for 0.5 hour. 3.58 g (25.2 mmol) of iodomethane were then added, and the reaction mixture was stirred at room temperature for two hours. 3.58 g (25.2 mmol) of iodomethane were then added, and the reaction mixture was stirred at room temperature for two hours. Water was added, the mixture was extracted repeatedly with ethyl acetate and the combined organic phases were dried over sodium sulphate, filtered and concentrated. This gave 3.35 g (92% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278925B2
Source datasetuspto-grants-2016_03
ORD IDord-32958f47d1264cd592b62c6285ed0d1f
Source noteuspto-grants-2016_03