Formaldehyde → 1-hydroxymethyl-3-cyano-4-trifluoromethyl-1H-pyrole

HRID 1983061Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1983061
[C:1]([C:3]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][NH:5][CH:4]=1)#[N:2].[O:12]1CCC[CH2:13]1.C=O.[OH-].C([N+](CCCC)(CCCC)CCCC)CCC>O>[OH:12][CH2:13][N:5]1[CH:6]=[C:7]([C:8]([F:11])([F:9])[F:10])[C:3]([C:1]#[N:2])=[CH:4]1

Komponenten

6

Edukt 4

HCID 712FormaldehydeHCID 8028TetrahydrofuranHCID 2723671Tetrabutylammonium HydroxideHCID 151507031H-Pyrrole-3-carbonitrile, 4-(trifluoromethyl)-

Produkt 1

HCID 231491381-hydroxymethyl-3-cyano-4-trifluoromethyl-1H-pyrole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

585 mg of 3-cyano-4-trifluoromethyl-1H-pyrole, 10 ml of tetrahydrofuran and 10 ml of formaldehyde 36% in water were mixed. 0.1 ml of tetrabutylammonium hydroxide 10% in water was added to the mixture at room temperature, followed by stirring at room temperature for 30 minutes. The reaction mixture was poured into ice-water, and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure to obtain 1-hydroxymethyl-3-cyano-4-trifluoromethyl-1H-pyrole.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated aqueous sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7f81b3411ec6426fa4c232b9c5d290af
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07541374B2

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