Benzaldehyde → 4-Benzylideneaminophenol

HRID 1182923Notes

Reaction equation

HRID 1182923 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH:9](=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(O)C>[CH:9](=[N:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 4034-Aminophenol

Product 1

HCID 115014-BenzylideneaminophenolYield 78.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.1 g (19.3 mmol) of 4-aminophenol was dissolved in 28 ml ethanol, and 1.9 ml (19.3 mmol) benzaldehyde was added. The mixture was heated to the reflux temperature and reacted for 1.5 h, Then, the reaction mixture was cooled to the room temperature and the solid separated out from the mixture was filtered by sucking. The filter cake was washed with a small amount of ethanol and dried to obtain 3 g of a yellow solid with the yield of 76.9%. m.p. 182-183° C.

Workup

  1. temperatureThe mixture was heated to the reflux temperature
  2. customreacted for 1.5 h
  3. customthe solid separated out from the mixture
  4. filtrationwas filtered
  5. washThe filter cake was washed with a small amount of ethanol
  6. customdried

Sources & evidence

ORD record
ord-d780655c4d4d435e97ec34c3e0641cc3
Source dataset
uspto-grants-2014_03
Patent number
US08664238B2

Reaction notes

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