2-Nitrobenzyl alcohol → HCID 86755574, compound

HRID 1870080Notes

Reaction equation

HRID 1870080 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1CO)([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].S([O-])([O-])(=O)=[O:24].[Na+].[Na+]>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:5]=1)([O-:3])=[O:2].[CH2:12]([NH:20][C:21](=[O:24])[O-:22])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

5

Reactant 3

HCID 119232-Nitrobenzyl alcoholHCID 24436Sodium SulfateHCID 76616Octyl isocyanate

Product 1

HCID 86755574HCID 86755574, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

100 ml of toluene, 10 g of 2-nitrobenzyl alcohol and 11.4 ml of octyl isocyanate heated to reflux for 2 hours in a nitrogen atmosphere. After being cooled, the reaction solution was washed several times with water, and the toluene solution obtained was dehydrated with sodium sulfate. The sodium sulfate was filtered out, and the solvent was removed. The solid obtained was recrystallized twice from hexane, producing 12.5 g of o-nitrobenzene-n-octylcarbamate in the form of pale yellow needle crystals. Melting point: 70 to 71° C., infrared absorption spectrum: 3331 cm-1, 1691 cm-1.

Workup

  1. temperatureto reflux for 2 hours in a nitrogen atmosphere
  2. temperatureAfter being cooled
  3. washthe reaction solution was washed several times with water
  4. customthe toluene solution obtained
  5. filtrationThe sodium sulfate was filtered out
  6. customthe solvent was removed
  7. customThe solid obtained
  8. customwas recrystallized twice from hexane

Sources & evidence

ORD record
ord-7195323ffcf74c7bb2296b8975347172
Source dataset
uspto-grants-2000_08
Patent number
US06096483

Reaction notes

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