Benzyl Alcohol → 3-(Benzyloxy)-2-methylpropanenitrile
Reaktionsgleichung
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[C:11](#[N:15])[C:12]([CH3:14])=[CH2:13].OS(O)(=O)=O>CCOCC>[CH2:1]([O:8][CH2:13][CH:12]([CH3:14])[C:11]#[N:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 62.5 °C
Versuchsvorschrift
Benzyl alcohol (108 g.; 1 mole) was stirred and treated with 0.3 g. of 50% by weight sodium hydride in a mineral oil dispersion. To the resulting solution was added dropwise 415 ml. (335 g.; 5 moles) of methacrylonitrile over a 40 minute period, at room temperature. The reaction mixture was heated at 60-65° C. for 5 hours then cooled, acidified with 1 N aqueous H2SO4 and diluted with ether. The ether solution was washed twice with saturated brine then dried, filtered and concentrated in vacuo. Distillation of the residue gave, after removal of low boiling materials, 149.3 g (85%) of rac. 3-benzyloxy-2-methylpropionitrile as a colorless liquid, b.p. 90-93° C. (0.02 mm Hg.).
Aufarbeitung
- additiontreated with 0.3 g
- additionTo the resulting solution was added dropwise 415 ml
- customat room temperature
- temperaturethen cooled
- washThe ether solution was washed twice with saturated brine
- customthen dried
- filtrationfiltered
- concentrationconcentrated in vacuo
- distillationDistillation of the residue
- customgave
- customafter removal of low boiling materials, 149.3 g (85%) of rac. 3-benzyloxy-2-methylpropionitrile as a colorless liquid, b.p. 90-93° C. (0.02 mm Hg.)
Quellen und Nachweise
- ORD-Eintrag
- ord-f2bca00329374f949146a87fe8ebef00
- Quelldatensatz
- uspto-grants-1979_02
- Patentnummer
- US04140702
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