Acetaldehyde → HCID 10993945, compound

HRID 877852Notes

Reaction equation

HRID 877852 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:3]=1[NH2:4].[CH:10](=O)[CH3:11]>O1CCCC1>[CH:10](=[N:4][C:3]1[C:5]([CH3:9])=[CH:6][CH:7]=[CH:8][C:2]=1[CH3:1])[CH3:11]

Participants

4

Reactant 2

HCID 177AcetaldehydeHCID 68962,6-Dimethylaniline2×

Product 1

HCID 10993945HCID 10993945, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2,6-Dimethylaniline (61.8 g, 0.51 mol) was added to a stirred solution of acetaldehyde (35.5 g, 0.81 mol) in tetrahydrofuran (500 mL). After stirring the reaction mixture for 1 day at room temperature, the volatiles were removed in vacuo, the residue was dissolved in THF (500 mL), acetaldehyde (35.5 g) was added to the resulting solution and the reaction mixture was allowed to react for another day at room temperature. This procedure was repeated several times until the conversion of 2,6-dimethylaniline was >98% as determined by gas chromatographic analysis. Yield: 76.7 g (102%).

Workup

  1. customthe volatiles were removed in vacuo
  2. dissolutionthe residue was dissolved in THF (500 mL)
  3. additionacetaldehyde (35.5 g) was added to the resulting solution
  4. customto react for another day at room temperature

Sources & evidence

ORD record
ord-8053f3e3360948caaca3073090c7a944
Source dataset
uspto-grants-2015_03
Patent number
US08987393B2

Reaction notes

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