Benzaldehyde → N-Benzylideneaniline

HRID 225174

Reaction equation

HRID 225174 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(O)C>[CH:1](=[N:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 6115Aniline

Product 1

HCID 10858N-Benzylideneaniline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Benzaldehyde (0.20 mole) was treated wth aniline (0.20 mole) with vigorous stirring in a 1 liter Erlenmeyer Flask. After 15 mins., 33 cc of 95% ethanol was added and the reaction mixture was stirred vigorously for an additional 5 minutes. The reaction mixture was left standing at room temperature for 10 min.; then it was placed in an ice-bath for 0.5 hours. The crystals which formed were collected, washed with 95% ethanol, and air-dried. Recrystallization from 85% ethanol gave N-benzylideneaniline. m.p. 50°-51.5° C.

Workup

  1. stirringthe reaction mixture was stirred vigorously for an additional 5 minutes
  2. waitThe reaction mixture was left
  3. waitstanding at room temperature for 10 min.
  4. waitthen it was placed in an ice-bath for 0.5 hours
  5. customThe crystals which formed
  6. customwere collected
  7. washwashed with 95% ethanol
  8. customair-dried
  9. customRecrystallization from 85% ethanol

Sources & evidence

ORD record
ord-364812cba4fc491cb260f82452a84012
Source dataset
uspto-grants-1980_11
Patent number
US04235929

Linked notes

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