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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1517874Generated: November 3, 2026

Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 1-(Hydroxymethyl)cyclopropyl acetate

https://huagongshe.com/reaction/1517874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant1-((tetrahydro-2H-pyran-2-yloxy)methyl)cyclopropyl acetateHCID 66669740—
SolventMethanolHCID 887—
Product1-(Hydroxymethyl)cyclopropyl acetateHCID 6666982250.8%

Reaction Steps

To a mixture of 1-((tetrahydro-2H-pyran-2-yloxy)methyl)cyclopropyl acetate (149 mg, 0.696 mmol) in 10 mL of methanol was added PPTS (18 mg, 0.07 mmol, Aldrich) in portions. After stirring for 5 hrs at rt, the mixture was quenched with 10 mL of water and extracted with dichloromethane (20 mL×3). The combined organic phases were dried over Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE: EtOAc=10:1) to give the title compound as pale yellow oil (46 mg, 35.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08232294B2
Source datasetuspto-grants-2012_07
ORD IDord-cede4d9776f64e9b92e3cfaeaec3f6ba
Source noteuspto-grants-2012_07