Hydrochloric Acid → 4-Bromo-3,5-difluorobenzaldehyde

HRID 1707523Notes

Reaction equation

HRID 1707523 reaction equation
Cl[Sn]Cl.Cl.[Br:5][C:6]1[C:13]([F:14])=[CH:12][C:9]([C:10]#N)=[CH:8][C:7]=1[F:15].CC[O:18]CC>O>[Br:5][C:6]1[C:13]([F:14])=[CH:12][C:9]([CH:10]=[O:18])=[CH:8][C:7]=1[F:15]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether2×HCID 24479Stannous ChlorideHCID 147942904-Bromo-3,5-difluorobenzonitrile

Product 1

HCID 234437854-Bromo-3,5-difluorobenzaldehyde

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

167 g (0.88 mol) of SnCl2 was added to 880 cm3 of diethyl ether, and dried HCl gas was absorbed to saturation at room temperature. 98 g (0.44 mol) of 4-bromo-3,5-difluorobenzonitrile was added all at once to this mixture, and after stirring for i hour, it was let stand overnight. The reactant was poured into 1,000 cm3 of water, and ether was distilled on a hot water bath at 50° C. The residue was extracted by adding chloroform, and after washing in water the chloroform was removed. The residue was distilled under reduced pressure (b. p. 96° C./73 mmHg) to obtain 88 g (0.40 mol) of 4-bromo-3,5-difluorobenzaldehyde.

Workup

  1. customwas absorbed
  2. customto saturation at room temperature
  3. distillationwas distilled on a hot water bath at 50° C
  4. extractionThe residue was extracted
  5. additionby adding chloroform
  6. washafter washing in water the chloroform
  7. customwas removed
  8. distillationThe residue was distilled under reduced pressure (b. p. 96° C./73 mmHg)

Sources & evidence

ORD record
ord-84cfea9bb41b40c1bff7d3e2678930c6
Source dataset
uspto-grants-1994_10
Patent number
US05354502

Reaction notes

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