Hydrochloric Acid → HCID 11150543, compound

HRID 1721367Notes

Reaction equation

HRID 1721367 reaction equation
[ClH:1].[F:2][C:3]([F:13])([F:12])[C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1.[CH3:14]/[C:15](/[C:18]([CH3:20])=O)=[N:16]\[OH:17]>CCOC(C)=O>[ClH:1].[CH3:14][C:15]1[N+:16]([O-:17])=[C:8]([C:7]2[CH:10]=[CH:11][C:4]([C:3]([F:12])([F:13])[F:2])=[CH:5][CH:6]=2)[O:9][C:18]=1[CH3:20]

Participants

5

Reactant 3

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

Product 1

HCID 11150543HCID 11150543, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
5 °C

Procedure

HCl gas (21.2 g, 58.1 mmol) was bubbled via syringe into 0° C. solution of 4-trifluoromethylbenzaldehyde (50 g, 28.7 mmol), 2,3-butanedione monoxime (26.40 g, 26.1 mmol), and EtOAc (105 ml). The reaction was stirred at 5° C. for 3 h. Ice cold ether (575 ml) was then added, and the resultant precipitate was filtered, washed with ether, and dried at 25° C. for 16 h to give the product as a white solid (54.79 g 71% yield, mp 149°-159° C.

Workup

  1. filtrationthe resultant precipitate was filtered
  2. washwashed with ether
  3. customdried at 25° C. for 16 h

Sources & evidence

ORD record
ord-36d037ae2a65496a8b378ff321f2dde1
Source dataset
uspto-grants-1996_04
Patent number
US05510360

Reaction notes

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