Acetic Acid → N-(Phenylmethylene)-1-dodecanamine

HRID 262938Notes

Reaction equation

HRID 262938 reaction equation
[CH2:1]([NH2:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH:14](=O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(O)(=O)C>C(O)C>[CH:14](=[N:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 240BenzaldehydeHCID 13583Dodecylamine

Product 1

HCID 89283N-(Phenylmethylene)-1-dodecanamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

18.5 g (0.1 mol.) of n-dodecylamine, 10.6 g (0.1 mol.) of benzaldehyde and a catalytic amount of acetic acid were reacted in anhydrous ethanol at 60°~70° C. for 4 hours. After distilling ethanol off, the residue was further distilled under reduced pressure to obtain N-benzylidene-n-dodecylamine (II), (b.p. 160°~163° C./0.6 mmHg) as a transparent oil which includes low melting solids.

Workup

  1. distillationAfter distilling ethanol off, the residue
  2. distillationwas further distilled under reduced pressure

Sources & evidence

ORD record
ord-089dcd75dc534763ab814815693f9546
Source dataset
uspto-grants-1979_05
Patent number
US04155872

Reaction notes

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