Hydrazine hydrate (1:1) → HCID 19021158, compound

HRID 1108920Notes

Reaction equation

HRID 1108920 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH:7]=[CH:6][C:5]=1[OH:16])([O-])=O.O.NN>C(O)C>[NH2:1][C:4]1[CH:9]=[C:8]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH:7]=[CH:6][C:5]=1[OH:16]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 190211464-Hexyl-2-nitrophenol

Product 1

HCID 19021158HCID 19021158, compoundYield 81.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

In a 50 ml-three-necked flask, 1.10 g (4.93 mM) of 2-nitro-4-hexylphenol, 0.30 g of activated carbon, 0.02 g of FeCl3.6H2O and 5 ml of ethanol were placed and heated to 55°-70° C. under stirring. To the mixture, 1.5 ml of 80% hydrazine hydrate was gradually added dropwise and heated to 70° C., followed by stirring for 30 min at 70°-75° C. After the reaction, the reaction mixture was filtered under heating to remove the activated carbon and the filtrate was poured into water to precipitate a crystal. The crystal was recovered by filtration, followed by drying under reduced pressure to obtain 0.78 g of 2-amino-4-hexylphenol (yield: 81.9%).

Workup

  1. temperatureheated to 55°-70° C.
  2. stirringby stirring for 30 min at 70°-75° C
  3. customAfter the reaction
  4. filtrationthe reaction mixture was filtered
  5. temperatureunder heating
  6. customto remove the activated carbon
  7. additionthe filtrate was poured into water
  8. customto precipitate a crystal
  9. filtrationThe crystal was recovered by filtration
  10. customby drying under reduced pressure

Sources & evidence

ORD record
ord-2b501b930cc3497f9776814bda383a26
Source dataset
uspto-grants-1994_06
Patent number
US05318720

Reaction notes

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