Acetaldehyde → HCID 10993945, compound

HRID 745699Notes

Reaction equation

HRID 745699 reaction equation
S([O-])([O-])(=O)=O.[Na+].[Na+].CN(C)[CH2:10][C:11]1C=CC=CC=1.[CH3:18][C:19]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[C:20]=1[NH2:21].C(=O)C>C(Cl)Cl>[CH:10](=[N:21][C:20]1[C:22]([CH3:26])=[CH:23][CH:24]=[CH:25][C:19]=1[CH3:18])[CH3:11]

Participants

6

Reactant 4

HCID 177AcetaldehydeHCID 68962,6-DimethylanilineHCID 7681N,N-DimethylbenzylamineHCID 24436Sodium Sulfate

Product 1

HCID 10993945HCID 10993945, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

180 g (3 mols) of sodium sulphate and 3 ml of dimethylbenzylamine were added to 121 g (1 mol) of 2,6-dimethylaniline in 200 ml of methylene chloride. 88 g (2 mols) of acetaldehyde were added to the mixture at 0° C. The mixture was stirred at 0° C. for 4 hours and was filtered, and the filtrate was concentrated in vacuo at a maximum bath temperature of 20° C. 140 g (95.2% of theory) of N-ethylidene-2,6-dimethylaniline were obtained as a reddish oil.

Workup

  1. filtrationwas filtered
  2. concentrationthe filtrate was concentrated in vacuo at a maximum bath temperature of 20° C

Sources & evidence

ORD record
ord-d87293a426fb47e29c5d424594c57256
Source dataset
uspto-grants-1986_07
Patent number
US04599448

Reaction notes

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