Hydrochloric Acid → 3-(Dimethylamino)-1-(3-(trifluoromethyl)phenyl)propan-1-one hydrochloride

HRID 1726973Notes

Reaction equation

HRID 1726973 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].[CH2:14]=O.[ClH:16].[CH3:17][NH:18][CH3:19].Cl>CCO>[ClH:16].[CH3:17][N:18]([CH3:14])[CH2:19][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

6

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 676823'-(Trifluoromethyl)acetophenone

Product 1

HCID 690367913-(Dimethylamino)-1-(3-(trifluoromethyl)phenyl)propan-1-one hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-(Trifluoromethyl) acetophenone (5.00 g, 26.6 mmol), paraformaldehyde (1.596 g, 2 eq.), dimethylamine hydrochloride (3.25 g, 1.5 eq.) were mixed together in 7 ml of EtOH, treated with 0.08 ml of 37% HCl, and heated to reflux for 5 h. Cooling down to ambient temperature, filtration and washing with tiny amounts of cold EtOH delivered 5.58 g of the title compound as white crystals of mp. 144-146° C. (dec.).

Workup

  1. temperatureheated
  2. temperatureto reflux for 5 h
  3. washwashing with tiny amounts of cold EtOH

Sources & evidence

ORD record
ord-a2728724b3e244afbba07ecbd38399f9
Source dataset
uspto-grants-2009_02
Patent number
US07495001B2

Reaction notes

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