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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72855Generated: October 25, 2026

Methyl iodide → 8-[(Methyloxy)methyl]-1,4-dioxaspiro[4.5]decane

https://huagongshe.com/reaction/72855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant1,4-Dioxaspiro[4.5]decan-8-ylmethanolHCID 10080838—
SolventTetrahydrofuranHCID 8028—
Product8-[(Methyloxy)methyl]-1,4-dioxaspiro[4.5]decaneHCID 57577318780%

Reaction Steps

1,4-Dioxaspiro[4.5]decane-8-methanol (2 g, 1 mmol) (commercial available or prepared as in Bioorganic & Medicinal Chemistry, 13(23), 6309-6323; 2005) is methylated using MeI (1.81 mL, 29 mmol) and NaH (0.813 g, 20 mmol) in tetrahydrofuran to obtain after 2 hours of stirring at room temperature 1.4 g (7.8 mmol) of the desired compound. MS (m/e): 187.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829029B2
Source datasetuspto-grants-2014_09
ORD IDord-c79b1797ebc947d78cba19f041827ac8
Source noteuspto-grants-2014_09