Hydrochloric Acid → HCID 58011919, compound

HRID 660876Notes

Reaction equation

HRID 660876 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([C:9]([NH2:12])([CH3:11])[CH3:10])[CH:6]=[CH:7][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:21][CH2:22][C:23](Cl)=[O:24].Cl>ClCCl.O>[Cl:21][CH2:22][C:23]([NH:12][C:9]([CH3:11])([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:13])([F:14])[F:1])[CH:4]=1)[CH3:10])=[O:24]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 194252732-[3-(Trifluoromethyl)phenyl]propan-2-amine

Product 1

HCID 58011919HCID 58011919, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

2.5 g (12.3 mmol) of the compound from Example 1A and 1.70 g (12.3 mmol) of potassium carbonate are placed in 30 ml dichloromethane and slowly treated at RT with a solution of 1.46 g (12.9 mmol) of chloroacetyl chloride in 5 ml dichloromethane. The mixture is stirred for 3 hrs at RT and then treated with 150 ml water and slowly with 30 ml 1 N hydrochloric acid. It is extracted three times with dichloromethane. The combined organic phases are dried over magnesium sulphate and freed of solvent on the rotary evaporator. 2.65 g (77% of theory) of the title compound are thus obtained.

Workup

  1. extractionIt is extracted three times with dichloromethane
  2. dry with materialThe combined organic phases are dried over magnesium sulphate
  3. customfreed of solvent on the rotary evaporator

Sources & evidence

ORD record
ord-e5712a2e28e544a68f16342466d572a1
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

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