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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1743723Generated: October 26, 2026

1,1'-(Azodicarbonyl)dipiperidine → 4-{1-[4-(Tetrahydro-2H-pyran-2-yloxy)phenoxy]-3-butenyl}benzonitrile

https://huagongshe.com/reaction/1743723

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant4-(1-Hydroxy-3-butenyl)benzonitrileHCID 11019345—
Reactant4-[(Oxan-2-yl)oxy]phenolHCID 11745519—
SolventTolueneHCID 1140—
Product4-{1-[4-(Tetrahydro-2H-pyran-2-yloxy)phenoxy]-3-butenyl}benzonitrileHCID 2223567168.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-(Tetrahydro-2H-pyran-2-yloxy)phenol (19.0 g, 0.1 mol) and 4-(1-hydroxy-3-butenyl)benzonitrile (17.8 g, 0.1 mol) was mixed in toluene, and cooled to 0° C. (under nitrogen). TBP (22.9 g, 0.11 mol) was added, followed by ADDP. The mixture was stirred at rt overnight, filtered, and evaporated. Purification by chromatography on silica gave 24 g (68.7%) of the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07012074B2
Source datasetuspto-grants-2006_03
ORD IDord-c55d5a9310124f4fb97feca2aff36e68
Source noteuspto-grants-2006_03