Hydrochloric Acid → HCID 86657188, compound

HRID 1915199Notes

Reaction equation

HRID 1915199 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[CH:5]=1)=[O:3].[I-:14].[CH3:15][N+:16](=[CH2:18])[CH3:17].Cl>C(O)C>[IH:14].[CH3:15][N:16]([CH3:18])[CH2:17][CH2:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:11])([F:12])[F:13])[CH:5]=1)=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 676823'-(Trifluoromethyl)acetophenoneHCID 2724133Dimethyl(methylene)ammounium iodide

Product 1

HCID 86657188HCID 86657188, compoundYield 71.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-(3-(trifluoromethyl)phenyl)ethanone (5.0 g) (II), N-methyl-N-methylenemethanaminium iodide (5.4 g), 31% w/w aqueous hydrochloric acid (0.1 mL) in ethanol (7 mL) was stirred at reflux temperature for 24 hrs, then cooled down and the solvent flushed with toluene (50 mL). The precipitated pale yellow solid was then filtrated, washed with toluene and dried to give the title compound (IV) (7.1 g).

Workup

  1. temperatureat reflux temperature for 24 hrs
  2. temperaturecooled down
  3. customthe solvent flushed with toluene (50 mL)
  4. filtrationThe precipitated pale yellow solid was then filtrated
  5. washwashed with toluene
  6. customdried

Sources & evidence

ORD record
ord-28a332e31051480492e450176c607525
Source dataset
uspto-grants-2013_12
Patent number
US08614353B2

Reaction notes

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