Chloroacetaldehyde → 2-(2-Methyl-5-trifluoromethylanilino)acetaldehyde

HRID 2071216Notes

Reaction equation

HRID 2071216 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:3]=1[NH2:4].Cl[CH2:14][CH:15]=[O:16].C(=O)([O-])[O-].[Na+].[Na+]>>[CH3:1][C:2]1[CH:8]=[CH:7][C:6]([C:9]([F:10])([F:11])[F:12])=[CH:5][C:3]=1[NH:4][CH2:14][CH:15]=[O:16]

Participants

4

Reactant 3

HCID 33ChloroacetaldehydeHCID 10340Sodium CarbonateHCID 27359332-Methyl-5-(trifluoromethyl)aniline

Product 1

HCID 214128272-(2-Methyl-5-trifluoromethylanilino)acetaldehyde

Conditions

Temperature
150 °C

Procedure

2-Methyl-5-trifluoromethylaniline (0.3 mole), the dimethyl acetal of 2-chloroacetaldehyde (0.3 mole) and sodium carbonate (20 grams) are charged into a glass reaction flask equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture is heated to about 150° C. for a period of about 8 hours. After this time the mixture is filtered and the filtrate is distilled to yield the desired product the dimethyl acetal of 2-(2-methyl-5-trifluoromethylanilino)acetaldehyde.

Workup

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

Sources & evidence

ORD record
ord-bff56277c1324a1bbdc33850d7eb1192
Source dataset
uspto-grants-1977_09
Patent number
US04046554

Reaction notes

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