Hydrochloric Acid → HCID 11150543, compound

HRID 623218Notes

Reaction equation

HRID 623218 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1.[CH3:13]/[C:14](/[C:17]([CH3:19])=O)=[N:15]\[OH:16].[ClH:20].C(OCC)C>C(O)(=O)C>[ClH:20].[F:1][C:2]([F:11])([F:12])[C:3]1[CH:10]=[CH:9][C:6]([C:7]2[O:8][C:17]([CH3:19])=[C:14]([CH3:13])[N+:15]=2[O-:16])=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 679964-(Trifluoromethyl)benzaldehydeHCID 64096332,3-Butanedione monoxime

Product 1

HCID 11150543HCID 11150543, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

34.8 g (0.20 mol) of 4-trifluoromethylbenzaldehyde and 20.2 g (0.20 mol) of 2,3-butanedione monoxime were dissolved in 100 ml of glacial acetic acid and the mixture was stirred at room temperature while passing gaseous hydrogen chloride through the mixture until a saturated solution was obtained. The mixture was stirred at room temperature overnight and then treated with an excess of anhydrous diethyl ether. The colourless crystalline precipitate was filtered off, washed free of mother liquors using fresh anhydrous diethyl ether and dried in vacuo to give 50 g (86%) of 2-(4-trifluoromethylphenyl)-4,5-dimethyloxazole N-oxide hydrochloride of melting point 175°-177° C. (decomposition).

Workup

  1. customwas obtained
  2. stirringThe mixture was stirred at room temperature overnight
  3. filtrationThe colourless crystalline precipitate was filtered off
  4. washwashed free of mother liquors
  5. customdried in vacuo

Sources & evidence

ORD record
ord-a2d22c013b804d45b447fee0ec863c6f
Source dataset
uspto-grants-1988_09
Patent number
US04774253

Reaction notes

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