4-(Trifluoromethyl)benzaldehyde → 4-Methylbenzotrifluoride

HRID 1591099

Reaction equation

HRID 1591099 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.[H][H]>C(O)(=O)C.[Pt]>[F:1][C:2]([F:11])([F:12])[C:3]1[CH:4]=[CH:5][C:6]([CH3:7])=[CH:9][CH:10]=1

Participants

5

Procedure

4-Trifluoromethylbenzaldehyde (20.0 g) was dissolved in acetic acid (100 ml) and treated with hydrogen in the presence of platinum (0.5 g) at ambient temperature and pressure for 10 hours. The solution was filtered, poured into water (400 ml), basified by addition of aqueous sodium hydroxide solution (2 M), extracted with ether (3×100 ml). The combined extracts were washed with water (2×100 ml), dried over anhydrous magnesium sulphate, evaporated to dryness. The residue was distilled to give 4-trifluoromethyltoluene (14.3 g) b.p. 131°-132° C. as a colourless mobil liquid.

Workup

  1. filtrationThe solution was filtered
  2. additionpoured into water (400 ml)
  3. additionbasified by addition of aqueous sodium hydroxide solution (2 M)
  4. extractionextracted with ether (3×100 ml)
  5. washThe combined extracts were washed with water (2×100 ml)
  6. dry with materialdried over anhydrous magnesium sulphate
  7. customevaporated to dryness
  8. distillationThe residue was distilled

Sources & evidence

ORD record
ord-0a022bef1b89428289817bea16278ad2
Source dataset
uspto-grants-1993_04
Patent number
US05206257

Linked notes

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