Trifluoroacetic acid → 4-(2-Aminoethyl)benzonitrile

HRID 44419Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 44419
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][NH:11]C(=O)OC(C)(C)C)=[CH:5][CH:4]=1)#[N:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][NH2:11])=[CH:5][CH:4]=1)#[N:2]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 21955533tert-Butyl 4-cyanophenethylcarbamate

Produkt 1

HCID 219125254-(2-Aminoethyl)benzonitrileAusbeute 95,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Compound 114 (308 mg, 1.25 mmol) was dissolved in DCM (4 mL) and the solution was cooled in an ice-water bath. TFA (3.5 mL) was then added and the mixture was stirred at room temperature for 15 min. The reaction mixture was concentrated in vacuo and the residue was dissolved in EtOAc (50 mL). The solution was washed with K2CO3 (sat., 3×), brine, dried and concentrated to yield 115 (175 mg, 95%) as a pale yellow oil. MS (APCI): m/z 147 [M+H]+.

Aufarbeitung

  1. temperaturethe solution was cooled in an ice-water bath
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. dissolutionthe residue was dissolved in EtOAc (50 mL)
  4. washThe solution was washed with K2CO3 (sat., 3×), brine
  5. customdried
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-a766666a5cee47efaed4399655e05a4c
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541423B2

Notizen zur Reaktion

Wird geladen…