Chloroacetaldehyde → HCID 21412829, compound

HRID 1576930Notes

Reaction equation

HRID 1576930 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:3]=1[NH2:4].Cl[CH2:11][CH:12]=[O:13].C(=O)([O-])[O-].[Na+].[Na+]>>[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:3]=1[NH:4][CH2:11][CH:12]=[O:13]

Participants

4

Reactant 3

HCID 33ChloroacetaldehydeHCID 68962,6-DimethylanilineHCID 10340Sodium Carbonate

Product 1

HCID 21412829HCID 21412829, compound

Conditions

Temperature
150 °C

Procedure

2,6-Dimethylaniline (60 grams), the dimethyl acetal of 2-chloroacetaldehyde (25 grams) and sodium carbonate (25 grams) were charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The mixture was heated at a temperature of about 150°C for a period of about 30 hours. After this time the reaction mixture was cooled to room temperature and was filtered. The filtrate was then distilled under vacuum to yield the desired product the dimethyl acetal of 2-(2,6-dimethylanilino)acetaldehyde as the residue having a boiling point of 105°C at 1.0 mm of Hg pressure.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureAfter this time the reaction mixture was cooled to room temperature
  4. filtrationwas filtered
  5. distillationThe filtrate was then distilled under vacuum

Sources & evidence

ORD record
ord-cf6dadbfdfdf44d0935a3ac7c7ea29c0
Source dataset
uspto-grants-1976_09
Patent number
US03983174

Reaction notes

Loading…