Water → 4-(1,1-Dicyanoethyl)anisole

HRID 481509

Reaktionsgleichung

Reaktionsgleichung von HRID 481509
[C:1]([CH:3]([C:12]#[N:13])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1)#[N:2].[H-].[Na+].[CH3:16]I.O>CN(C=O)C>[C:1]([C:3]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1)([C:12]#[N:13])[CH3:16])#[N:2]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 641441(4-Methoxyphenyl)malononitrile

Produkt 1

HCID 190664454-(1,1-Dicyanoethyl)anisoleAusbeute 268,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a mixture of Compound 35 (1.0 g, 6.0 mmol) and NaH (280 mg, 7.0 mmol) in DMF (12 ml) was added MeI (1.0 g, 7.0 mmol) at room temperature. After the mixture was stirred for 22 hours, the mixture was poured into H2O (30 ml), and extracted with CH2Cl2. The combined extracts were dried (Na2SO4), and concentrated to give a yellow oil (3 g), which was purified by a column chromatography on silica gel to give Compound 35 as a colorless solid (900 mg, 81%).

Aufarbeitung

  1. extractionextracted with CH2Cl2
  2. dry with materialThe combined extracts were dried (Na2SO4)
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-1f92e4c444b74b1aa93def5842cf23b9
Quelldatensatz
uspto-grants-1998_08
Patentnummer
US05789423

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