Reaktion #355748

ord-4da51da5a808409a865b320d3e83debe

Reaktionsgleichung

Cc1cc([N+](=O)[O-])ccc1F
2-fluoro-5-nitrotoluene
CN1CCCC1=O
N-methylpyrrolidinone
CC(O)CCN
4-amino-2-butanol
CCN(CC)CC
triethylamine
Cc1cc([N+](=O)[O-])ccc1NCCC(C)O
4-(4-nitro-2-methylphenylamino)butan-2-ol
Ausbeute 82.3%

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, 1.38 g of 4-amino-2-butanol and 1.57 g of triethylamine. 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. 2.38 g of 4-(4-nitro-2-methylphenylamino)butan-2-ol (27) were obtained.

Quelle

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