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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633768Generated: October 30, 2026

Butyl vinyl ether → HCID 118199865, compound

https://huagongshe.com/reaction/633768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyl vinyl etherHCID 8108—
ReactantPotassium CarbonateHCID 11430—
Reactant1,3-Bis(diphenylphosphino)propaneHCID 81219—
Reactant5-Bromo-2-(difluoromethoxy)pyridineHCID 49853416—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventN,N-Dimethylformamide--water (1/1)HCID 21962138—
ProductHCID 118199865HCID 11819986510.1%

Reaction Steps

1 g (4.46 mmol) of 5-bromo-2-difluoromethoxypyridine in 20 mL of H2O/DMF (1/4: v/v), 1.46 mL (11.16 mmol) of N-butyl vinyl ether, 30.68 mg (0.13 mmol) of palladium(II) acetate, 125 mg (0.29 mmol) of 1,3-bis(diphenylphosphino)propane and 746 mg (5.36 mmol) of potassium carbonate are placed in a microwave tube. After microwave irradiation for 1 hour at 120° C., the crude product is taken up in water and extracted with DCM. The organic phase is dried over magnesium sulfate and then evaporated to dryness. The crude product is purified by chromatography on silica gel (eluent: 0/100 EtOAc/heptane to 20/80 EtOAc/heptane over 35 minutes) to give 110 mg of 5-(1-butoxyvinyl)-2-difluoromethoxypyridine, corresponding to the following characteristics:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321790B2
Source datasetuspto-grants-2016_04
ORD IDord-1fa6d819e69744f3a8139099ae0a2087
Source noteuspto-grants-2016_04