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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881866Generated: November 3, 2026

Potassium Carbonate → 5-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1,3-thiazole

https://huagongshe.com/reaction/1881866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-chloro-5-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1,3-thiazoleHCID 68433037—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
Product5-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1,3-thiazoleHCID 1795319879%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 2-chloro-5-[(tetrahydro-2H-pyran-2-yloxy)methyl]-1,3-thiazole (10.4 g), 10% palladium carbon (containing 50% water, 2.0 g), potassium carbonate (6.2 g) and methanol (10 mL) was stirred under hydrogen atmosphere (5 atm) at 60° C. for 10 hr. The insoluble material was filtered off, and the filtrate was concentrated. Water was added to the residue, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The obtained residue was subjected to silica gel column chromatography, and the title compound (6.97 g, yield 79%) was obtained as a colorless oil from a fraction eluted with ethyl acetate-hexane (1:2, volume ratio).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318746B2
Source datasetuspto-grants-2012_11
ORD IDord-e57ea491e2944329bda71f7be1763a4f
Source noteuspto-grants-2012_11