Water → HCID 178448953, compound

HRID 928884Notes

Reaction equation

HRID 928884 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=O.[CH3:9][CH:10]([CH3:19])[CH:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[NH2:12].O>C(Cl)Cl>[CH3:9][CH:10]([CH3:19])[CH:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)/[N:12]=[CH:7]/[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1

Participants

5

Reactant 3

HCID 962WaterHCID 142732-PyridinecarboxaldehydeHCID 49628752-Methyl-1-phenylpropan-1-amine

Product 1

HCID 178448953HCID 178448953, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In air, 2-pyridinecarboxaldehyde (0.185 g, 0.164 mL, 1.72 mmol, 1.00 equiv) was added to a solution of 2-methyl-1-phenylpropan-1-amine (0.257 g, 1.72 mmol, 1.00 equiv) in CH2Cl2 (8 mL). After heating at reflux for 2 h with azeotropic removal of water using a Dean-Stark trap, the reaction mixture was concentrated under reduced pressure and dried under high vacuum to give ligand (L-1), (E)-2-Methyl-1-phenyl-N-(pyridin-2-ylmethylene)propan-1-amine, as a yellow oil (0.379 g, 92% yield).

Workup

  1. temperatureAfter heating
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-d0d1941418884515a406cb645701c64a
Source dataset
uspto-grants-2016_03
Patent number
US09290591B2

Reaction notes

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