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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969372Generated: October 30, 2026

3,4-dihydro-2H-pyran → HCID 10878146, compound

https://huagongshe.com/reaction/1969372

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant(S)-5-(Hydroxymethyl)-2-pyrrolidinoneHCID 643511—
SolventDichloromethaneHCID 6344—
ProductHCID 10878146HCID 10878146—

Reaction Steps

To a mixture of (S)-5-(hydroxymethyl)pyrrolidin-2-one (1.0 g, 8.7 mmol, Aldrich) and DHP (1.46 g, 17.4 mmol, Alfa) in 20 mL of dichloromethane was added PPTS (0.437 g, 1.74 mmol, Aldrich) in portions. The reaction mixture was stirred at rt for 4 hrs, and was quenched with 20 mL of saturated NaHCO3 aqueous solution. The resulted mixture was extracted with dichloromethane (25 mL×2). The combined organic phases were dried over Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (EtOAc) to give the title compound (as a diastereomer mixture) as colorless oil (0.9 g, 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426585B2
Source datasetuspto-grants-2013_04
ORD IDord-cdef3cb042db4aa3b5f0cef84189de76
Source noteuspto-grants-2013_04