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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1798045Generated: October 25, 2026

3,4-dihydro-2H-pyran → 2-Fluoro-6-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)benzaldehyde

https://huagongshe.com/reaction/1798045

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant2-Fluoro-4,6-dihydroxybenzaldehydeHCID 22010403—
SolventDichloromethaneHCID 6344—
Product2-Fluoro-6-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)benzaldehydeHCID 8665397083.2%

Reaction Steps

To a mixture of 2-fluoro-4,6-dihydroxybenzaldehyde (3.12 g, 20.0 mmol) and PPTS (0.51 g, 2.0 mmol) in dichloromethane (100 mL) was added dropwise DHP (3.02 g, 36.0 mmol). The mixture was stirred at room temperature overnight and concentrated under reduced pressure. The residue was purified by column chromatography (EtOAc/PE=1/15) on silica gel to give the title compounds as a colorless oil (3.99 g, Yield: 83.2%). MS (ESI) m/z=241 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08343944B2
Source datasetuspto-grants-2013_01
ORD IDord-c98bac793a7c489999f2b3cb59e9c83d
Source noteuspto-grants-2013_01