Azobisisobutyronitrile → HCID 90238913, Verbindung

To a solution of 6-chloro-1-indanone (II) (100.0 g, 600.2 mmol) in 1,2-dichloroethane (1.00 L) was added 2,2′-azo-bis-isobutyronitrile (9.86 g, 60.0 mmol) followed by N-bromosuccinimide (224.3 g, 1.26 mol). The reaction mixture was quickly heated to reflux. After 30 min at reflux, more 2,2′-azo-bis-isobutyronitrile (9.86 g, 60.0 mmol) was added. The reaction mixture was kept for 4.5 h at reflux. Afterwards the mixture was stirred at room temperature overnight. The mixture was cooled to 0° C., and triethylamine (126 mL, 904 mmol) was added dropwise. The mixture was stirred for 1 h at 0° C., and then allowed to heat to room temperature. Water (1.0 L) was added. The mixture was vigorously stirred for 15 min. The stirring was stopped, and the aqueous layer was removed by suction. Fresh water (1.0 L) was added, and the mixture was stirred for 15 min. The aqueous layer was then separated by suction. The organic phase was further shaken with brine (500 mL) in a separating funnel.

1. temperatureThe reaction mixture was quickly heated to reflux
2. temperatureAfter 30 min at reflux
3. temperatureat reflux
4. temperatureThe mixture was cooled to 0° C.
5. stirringThe mixture was stirred for 1 h at 0° C.
6. temperatureto heat to room temperature
7. stirringThe mixture was vigorously stirred for 15 min
8. customthe aqueous layer was removed by suction
9. additionFresh water (1.0 L) was added
10. stirringthe mixture was stirred for 15 min
11. customThe aqueous layer was then separated by suction
12. stirringThe organic phase was further shaken with brine (500 mL) in a separating funnel

ORD-Eintrag

ord-26fc7dc60172410ab7deafcb0da71c26

Quelldatensatz

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09309165B2