2-Nitrobenzyl alcohol → o-Nitrobenzyl n-octylcarbamate

HRID 343268

Reaktionsgleichung

Reaktionsgleichung von HRID 343268
[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][OH:7])([O-:3])=[O:2].[CH2:12]([N:20]=[C:21]=[O:22])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]>C1(C)C=CC=CC=1>[CH2:12]([NH:20][C:21](=[O:22])[O:7][CH2:6][C:5]1[CH:8]=[CH:9][CH:10]=[CH:11][C:4]=1[N+:1]([O-:3])=[O:2])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Komponenten

4

Edukt 2

HCID 119232-Nitrobenzyl alcoholHCID 76616Octyl isocyanate

Produkt 1

HCID 18695120o-Nitrobenzyl n-octylcarbamateAusbeute 62,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

100 mL toluene, 10 g 2-nitrobenzyl alcohol, and 11.4 g octyl isocyanate were placed in a 200-mL roundbottom flask, heated at reflux under nitrogen for 2 hours, and then cooled. The reaction solution was washed with water several times and the resulting toluene solution was then dried over sodium sulfate. The sodium sulfate was filtered off and the solvent was removed from the filtrate on a rotary evaporator. The resulting solid was recrystallized twice from hexane, yielding 12.5 g o-nitrobenzyl n-octylcarbamate as light yellow needle-like crystals.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux under nitrogen for 2 hours
  3. temperaturecooled
  4. washThe reaction solution was washed with water several times
  5. dry with materialthe resulting toluene solution was then dried over sodium sulfate
  6. filtrationThe sodium sulfate was filtered off
  7. customthe solvent was removed from the filtrate on a rotary evaporator
  8. customThe resulting solid was recrystallized twice from hexane

Quellen und Nachweise

ORD-Eintrag
ord-c1509082ca37431e9befdb5f19a240a9
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05861235

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