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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503300Generated: October 26, 2026

p-Toluenesulfonic acid → 1-ethyl 1-(tetrahydro-2H-pyran-2-yloxy)cyclopropanecarboxylate

https://huagongshe.com/reaction/1503300

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantEthyl 1-hydroxycyclopropane-1-carboxylateHCID 2733706—
SolventDichloromethaneHCID 6344—
Product1-ethyl 1-(tetrahydro-2H-pyran-2-yloxy)cyclopropanecarboxylateHCID 9001034087.5%

Reaction Steps

To a solution of ethyl 1-hydroxycyclopropanecarboxylate (1040 mg, 8.000 mmol) and PTSA (137 mg, 0.800 mmol) in DCM (20 mL) was added a solution of DHP (1344 mg, 16.00 mmol) in DCM (10 mL) dropwise at 0° C. The mixture was stirred for 20 h at room temperature. After concentration, the residue was purified by silica gel column chromatography eluting with petroleum ether/ethyl acetate (10/1) to afford the title compound (1500 mg, 85%) as oil. LC-MS (ESI): m/z=215 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212173B2
Source datasetuspto-grants-2015_12
ORD IDord-63720363da2249dfab3a43238ad45427
Source noteuspto-grants-2015_12