Chloroacetaldehyde → HCID 21412829, compound

HRID 1658959Notes

Reaction equation

HRID 1658959 reaction equation
[CH2:1]([C:3]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10]C)[C:4]=1[NH2:5])C.Cl[CH2:13][CH:14]=[O:15].C(=O)([O-])[O-].[Na+].[Na+]>>[CH3:10][C:6]1[CH:7]=[CH:8][CH:9]=[C:3]([CH3:1])[C:4]=1[NH:5][CH2:13][CH:14]=[O:15]

Participants

4

Reactant 3

HCID 33ChloroacetaldehydeHCID 10340Sodium CarbonateHCID 113692,6-Diethylaniline

Product 1

HCID 21412829HCID 21412829, compound

Conditions

Temperature
150 °C

Procedure

2,6-Diethylaniline (100 grams), the dimethyl acetal of 2-chloroacetaldehyde (37.5 grams) and sodium carbonate (31.8 grams) were charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture was heated at 150°C for a period of about 30 hours. After this time the mixture was filtered and the filtrate was distilled to yield the desired product the dimethyl acetal of 2-(2,6-dimethylanilino)acetaldehyde having a boiling point of 120°C at 1 mm of Hg pressure.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. filtrationAfter this time the mixture was filtered
  4. distillationthe filtrate was distilled

Sources & evidence

ORD record
ord-9668dfce4c1e498fa2a0a8189321a83a
Source dataset
uspto-grants-1976_06
Patent number
US03966811

Reaction notes

Loading…