HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-(Azodicarbonyl)dipiperidine → 4-{1-[4-(Tetrahydro-2H-pyran-2-yloxy)phenoxy]-3-butenyl}benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | 4-(1-Hydroxy-3-butenyl)benzonitrile | HCID 11019345 | — |
| Reactant | 4-[(Oxan-2-yl)oxy]phenol | HCID 11745519 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-{1-[4-(Tetrahydro-2H-pyran-2-yloxy)phenoxy]-3-butenyl}benzonitrile | HCID 22235671 | 68.7% |
Reaction Conditions
| Temperature | 0 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06465481B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-d0ccd9a780d94d00826848036730e36f |
| Source note | uspto-grants-2002_10 |