Reaktion #355746

ord-c2bace3e4feb44cd8f49a2990e9ef7f7

Reaktionsgleichung

Cc1cc([N+](=O)[O-])ccc1F
2-fluoro-5-nitrotoluene
CN1CCCC1=O
N-methylpyrrolidinone
NCCCCCO
5-amino-1-pentanol
O=C([O-])[O-].[K+].[K+]
K2CO3
Cc1cc([N+](=O)[O-])ccc1NCCCCCO
5-(4-nitro-2-methylphenylamino)pentan-1-ol
Ausbeute 94.4%

Lösungsmittel

Reaktionsbedingungen

Temperatur
60°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturafter cooling to room temperature
  2. 2
    SonstigeThe yellow precipitate formed
  3. 3
    Filtrationwas filtered off
  4. 4
    Trocknendried over P2O5

Vorschrift

2 g of 2-fluoro-5-nitrotoluene were added to a solution of 20 ml of N-methylpyrrolidinone, 1.6 g of 5-amino-1-pentanol and 2.14 g of K2CO3. The reaction medium was heated at 60° C. for 12 hours and, after cooling to room temperature, was then poured into a water and ice mixture. The yellow precipitate formed was filtered off, reslurried in water and then dried over P2O5. 2.9 g of 5-(4-nitro-2-methylphenylamino)pentan-1-ol (19) were obtained.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07445645B2uspto-grants-2008_11