Hydrochloric Acid → 2-Cyclopropyl-4,6-bis-trifluoromethyl-benzaldehyde

HRID 659216

Reaction equation

HRID 659216 reaction equation
C(N=[CH:6][C:7]1[C:12]([C:13]([F:16])([F:15])[F:14])=[CH:11][C:10]([C:17]([F:20])([F:19])[F:18])=[CH:9][C:8]=1[CH:21]1[CH2:23][CH2:22]1)CCC.Cl.[OH2:25]>>[CH:21]1([C:8]2[CH:9]=[C:10]([C:17]([F:20])([F:19])[F:18])[CH:11]=[C:12]([C:13]([F:16])([F:15])[F:14])[C:7]=2[CH:6]=[O:25])[CH2:23][CH2:22]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 58167766Butyl-[1-(2-cyclopropyl-4,6-bis-trifluoromethyl-phenyl)-methylidene]-amine

Product 1

HCID 581677622-Cyclopropyl-4,6-bis-trifluoromethyl-benzaldehyde

Procedure

Crude butyl-[1-(2-cyclopropyl-4,6-bis-trifluoromethyl-phenyl)-methylidene]-amine (intermediate AL, 3.54 g, 10.5 mmol) was dissolved in 8 mL water. Hydrochloric acid (25%, 0.49 mL) was added and the mixture was refluxed for 2 h. The mixture was extracted three times with ethyl acetate. The combined organic phases were dried on sodium sulfate, filtered and evaporated. The crude material, brown oil (1.01 g, 34%) was used without further purification.

Workup

  1. temperaturethe mixture was refluxed for 2 h
  2. extractionThe mixture was extracted three times with ethyl acetate
  3. customThe combined organic phases were dried on sodium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. customThe crude material, brown oil (1.01 g, 34%) was used without further purification

Sources & evidence

ORD record
ord-d55d465d5fcc4d03b6c114a5eb9e903d
Source dataset
uspto-grants-2011_12
Patent number
US08080541B2

Linked notes

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