Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766854Generated: November 3, 2026

Hexane → 6-(Hydroxymethyl)-2-benzofuran-1(3H)-one

https://huagongshe.com/reaction/1766854

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantEthyl AcetateHCID 8857—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant2,5-Bis[(tetrahydropyran-2-yl)oxymethyl]benzoic acidHCID 21110437—
SolventMethanolHCID 887—
Product6-(Hydroxymethyl)-2-benzofuran-1(3H)-oneHCID 1786258477.1%

Reaction Steps

p-Toluenesulfonic acid monohydrate (103.0 mg, 0.54 mmol) was added to a solution of 2,5-bis[(tetrahydropyran-2-yl)oxymethyl]benzoic acid (1.62 g, 4.64 mmol) obtained from Example 1-(3) in methanol (30 ml), and the mixture was stirred at room temperature for 2 hours. The resulting solution was concentrated under reduced pressure to afford a solid residue. This residue was subjected to chromatography on a silica gel (50 g) column (eluent; ethyl acetate:hexane=1:1˜1:0) to give the title compound (587.5 mg, 77% yield) as a colorless solid (mp. 107-108° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230023B2
Source datasetuspto-grants-2007_06
ORD IDord-528eddc3c9074613b7c1a7c5b7738b3f
Source noteuspto-grants-2007_06