Benzene → HCID 20141002, compound

HRID 1252151Notes

Reaction equation

HRID 1252151 reaction equation
C1C=CC=CC=1.[CH3:7][N:8]([CH3:12])[CH2:9][CH2:10][NH2:11].[CH3:13][C:14]([CH3:21])([CH2:18][CH:19]=O)[CH2:15][CH:16]=O>>[CH3:7][N:8]([CH3:12])[CH2:9][CH2:10][N:11]1[CH:19]=[CH:18][C:14]([CH3:21])([CH3:13])[CH:15]=[CH:16]1

Participants

4

Reactant 3

HCID 241BenzeneHCID 66053N,N-DimethylethylenediamineHCID 11116082HCID 11116082, compound

Product 1

HCID 20141002HCID 20141002, compound

Procedure

In 100 ml of benzene 3.30 ml (0.03 mole) of N,N-dimethylethylenediamine was combined with 3.84 g (0.03 mole) of 3,3-dimethylglutaraldehyde under nitrogen. The reaction mixture was warmed to reflux and water azeotroped off via a Dean-Stark trap. After 15 hours the benzene was evaporated in vacuo giving 5.76 g of crude product as a brown liquid. The crude product was distilled to yield 2.41 g of the title compound as a clear liquid, bp 60° C./0.2 mm Hg.

Workup

  1. temperatureThe reaction mixture was warmed
  2. temperatureto reflux
  3. customwater azeotroped off via a Dean-Stark trap
  4. customAfter 15 hours the benzene was evaporated in vacuo
  5. customgiving 5.76 g of crude product as a brown liquid
  6. distillationThe crude product was distilled

Sources & evidence

ORD record
ord-f897564ea80840e09193955fbffcaef1
Source dataset
uspto-grants-1988_05
Patent number
US04742068

Reaction notes

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