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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053930Generated: October 31, 2026

Methyl iodide → 3-(Benzyloxy)-6-methoxyhexahydrofuro[3,2-b]furan

https://huagongshe.com/reaction/1053930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant6-(Benzyloxy)hexahydrofuro[3,2-b]furan-3-olHCID 21274523—
ReactantHCID 178526212HCID 178526212—
SolventAcetonitrileHCID 6342—
Product3-(Benzyloxy)-6-methoxyhexahydrofuro[3,2-b]furanHCID 11838798592.1%

Reaction Conditions

Temperature45 °C

Reaction Steps

To a solution of 6-(benzyloxy)hexahydrofuro[3,2-b]furan-3-ol (8.1 g, 34 mmol) in acetonitrile (100 mL) was added hydroxyl sodium (4.12 g, 103 mmol) and iodomethane (9.76 g, 68.8 mmol). The reaction was heated to 45° C. for 8 h and concentrated in vacuo. The residue was diluted with EtOAc (500 mL) and filtered. The filtrate was washed with H2O (50 mL×3), dried with Na2SO4 filtered and concentrated in vacuo to give the title compound as yellow oil (7.84 g, 91.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394281B2
Source datasetuspto-grants-2016_07
ORD IDord-2c1c722e022049aa82dd2b74eeb36d91
Source noteuspto-grants-2016_07