Water → 2-(5-Hydroxypentyl)-2-(3,3,3-trifluoropropyl)malononitrile
Reaktionsgleichung
C([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([CH2:19][CH2:20][C:21]([F:24])([F:23])[F:22])([C:17]#[N:18])[C:15]#[N:16])C1C=CC=CC=1.[I-].[Na+].O>C(#N)C>[OH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([CH2:19][CH2:20][C:21]([F:22])([F:23])[F:24])([C:17]#[N:18])[C:15]#[N:16]Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
1.8 g of 2-(5-benzyloxypentyl)-2-(3,3,3-trifluoropropyl)malononitrile was added to 20 ml of acetonitrile was cooled to 0° C. To the mixture, 1.6 g of sodium iodide added and 1.3 g of trifluoroborane-diethyl ether complex dissolved in 5 ml of acetonitrile was further added dropwise. The mixture was stirred at 0° C. for 1 hour and at room temperature for 6 hours. Thereafter, water was added to the reaction mixture, followed by extraction with chloroform. The organic layer was washed successively with water and aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.40 g of 2-(5-hydroxypentyl)-2-(3,3,3-trifluoropropyl)malononitrile.
Aufarbeitung
- additionwas further added dropwise
- extractionfollowed by extraction with chloroform
- washThe organic layer was washed successively with water and aqueous saturated sodium chloride
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-3390515b4e0d4eab89b8c9ec9e4300b7
- Quelldatensatz
- uspto-grants-2010_02
- Patentnummer
- US07662402B2
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