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

HRID 1641289Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1641289
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-57af0d104b0849d989e0c18f38e76dab
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08114873B2

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