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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023631Generated: November 1, 2026

Water → 2H-Spiro[benzofuran-3,1'-cyclopropan]-4-ol

https://huagongshe.com/reaction/1023631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-(Methoxymethoxy)-2H-spiro[benzofuran-3,1'-cyclopropane]HCID 67236543—
SolventHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
Product2H-Spiro[benzofuran-3,1'-cyclopropan]-4-olHCID 5741130075.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 4-{[(methyloxy)methyl]oxy}spiro[1-benzofuran-3,1′-cyclopropane] (Reference Intermediate 213, 118 mg) in methanol (5 ml), HCl 2N in water (0.286 mL, 0.572 mmol) was added and the reaction mixture was stirred overnight at 50° C. Combined solvents were removed under reduced pressure and the residue was re-dissolved in toluen (10 ml) and the solvent was removed. The residue was purified by flash chromatography (Biotage system) on silica gel using a 10 g SNAP column and cyclohexane to cyclohexane/ethyl acetate 7:3 as eluents affording the title compound as a white solid (70 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722695B2
Source datasetuspto-grants-2014_05
ORD IDord-f05687d6e10b4814b5e1cd0f88b1e799
Source noteuspto-grants-2014_05