Acetonitrile → HCID 12899882, compound

HRID 2198766Notes

Reaction equation

HRID 2198766 reaction equation
[F:1][CH2:2][C:3]([CH2:17][F:18])([CH3:16])[C:4](=[O:15])[CH:5](Br)[O:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1.N1C=[CH:22][N:21]=[N:20]1.[C:24](#[N:26])C>>[F:1][CH2:2][C:3]([CH2:17][F:18])([CH3:16])[C:4](=[O:15])[CH:5]([O:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1)[N:21]1[CH:22]=[N:26][CH:24]=[N:20]1

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 130194363,3-Bis-fluoromethyl-1-bromo-1-(4-chlorophenoxy)-butan-2-oneHCID 178418936HCID 178418936, compound

Product 1

HCID 12899882HCID 12899882, compoundYield 71%

Conditions

Temperature
50 °C

Procedure

190 g (0.557 mol) of 3,3-bisfluoromethyl-1-bromo-1-(4-chlorophenoxy)-butan-2-one and 90 g (1.3 mols) of triazole were introduced into 800 ml of acetonitrile, the mixture was heated at 50° C. for 5 hours, the solvent was distilled off under a waterpump vacuum, the residue was taken up in one liter of methylene chloride and washed twice with 1,000 ml of water each time, the organic phase was dried over sodium sulphate and the solvent was distilled off. The residue was taken up in 500 ml of diisopropyl ether and the precipitate was filtered off. The mother liquor was distilled. 130.5 g (71% of theory) of 3,3-bisfluoromethyl-1-(4-chlorophenoxy)-1-(1,2,4-triazol-1-yl)-butan-2-one of boiling point 160°-66° C./0.2 mm Hg were obtained. ##STR76##

Workup

  1. distillationthe solvent was distilled off under a waterpump vacuum
  2. washwashed twice with 1,000 ml of water each time
  3. dry with materialthe organic phase was dried over sodium sulphate
  4. distillationthe solvent was distilled off
  5. filtrationthe precipitate was filtered off
  6. distillationThe mother liquor was distilled

Sources & evidence

ORD record
ord-5ded20473a3d43a1b42bed03d4f8c101
Source dataset
uspto-grants-1982_11
Patent number
US04359470

Reaction notes

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