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

HRID 1950927Notes

Reaction equation

HRID 1950927 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-84d3a367bf8041b397130f3bb216cb4b
Source dataset
uspto-grants-2013_03
Patent number
US08404673B2

Reaction notes

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