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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1195634Generated: November 1, 2026

3,4-dihydro-2H-pyran → 2H-Pyran, tetrahydro-2-[(3-methyl-3-butenyl)oxy]-

https://huagongshe.com/reaction/1195634

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantTriethylamineHCID 8471—
ReactantHCID 71353452HCID 71353452—
CatalystMethanesulfonic AcidHCID 6395—
SolventDichloromethaneHCID 6344—
Product2H-Pyran, tetrahydro-2-[(3-methyl-3-butenyl)oxy]-HCID 12290655100.5%

Reaction Steps

To isoprenyl alcohol (80.0 g, 929 mmol) in CH2Cl2 (500 ml) at 0° C. was added one drop of methanesulfonic acid. To this solution was added 2,3-dihydropyran (100 ml, 1.10 mol) dropwise over 3 h. After the addition was complete triethylamine (5 ml) was added and the resulting mixture was filtered through a thin pad of SiO2 and concentrated to afford 159 g (100%) of 2-(3-methyl-3-butenyloxy)tetrahydropyran as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05112595
Source datasetuspto-grants-1992_05
ORD IDord-d0beb8aeaabb4b1095ae2b8dbb94e40e
Source noteuspto-grants-1992_05