Trifluoroacetic acid → (4-Aminonaphthalen-1-yloxy)-acetonitrile

HRID 1171421Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1171421
C(OC(=O)[NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][CH2:19][C:20]#[N:21])=[CH:10][CH:9]=1)(C)(C)C.FC(F)(F)C(O)=O.C(OCC)(=O)C>ClCCl>[NH2:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][CH2:19][C:20]#[N:21])=[CH:10][CH:9]=1

Komponenten

5

Edukt 3

HCID 6422Trifluoroacetic acidHCID 8857Ethyl AcetateHCID 59553417(4-Cyanomethoxynaphthalen-1-yl)-carbamic acid tert-butyl ester

Produkt 1

HCID 59553077(4-Aminonaphthalen-1-yloxy)-acetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of (4-cyanomethoxynaphthalen-1-yl)-carbamic acid tert-butyl ester (1.13 g, 3.8 mmol) in anhydrous dichloromethane (15 ml) at room temperature is added trifluoroacetic acid (5 ml). After 4 hours the mixture is poured into ethyl acetate (100 ml) and washed with saturated sodium bicarbonate solution (150 ml). The organic layer is then dried over anhydrous sodium sulfate and evaporated to dryness to give (4-aminonaphthalen-1-yloxy)-acetonitrile as a red brown solid.

Aufarbeitung

  1. washwashed with saturated sodium bicarbonate solution (150 ml)
  2. dry with materialThe organic layer is then dried over anhydrous sodium sulfate
  3. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-941ea02db34d436094e3387ff9fdfad3
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07829560B2

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