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

HRID 39429

Reaction equation

HRID 39429 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]-amine2×

Product 1

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

Procedure

Crude butyl-[1-(2-cyclopropyl-4,6-bis-trifluoromethyl-phenyl)-methylidene]-amine (intermediate M, 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-0fd61689e9a54fc3b695b3fe7ef68bd7
Source dataset
uspto-grants-2013_09
Patent number
US08524909B2

Linked notes

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