Hydrochloric Acid → (1R)-1-Cyclopropyl-2,2,2-trifluoroethanaminium chloride

HRID 1970965Notes

Reaction equation

HRID 1970965 reaction equation
[CH:1]1([C@@H:4]([NH:9]S(C(C)(C)C)=O)[C:5]([F:8])([F:7])[F:6])[CH2:3][CH2:2]1.[ClH:16].O1CCOCC1>CO>[Cl-:16].[CH:1]1([C@@H:4]([NH3+:9])[C:5]([F:8])([F:7])[F:6])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 68669501N-[(1R)-1-cyclopropyl-2,2,2-trifluoroethyl]-2-methylpropane-2-sulfinamide

Product 1

HCID 68669069(1R)-1-Cyclopropyl-2,2,2-trifluoroethanaminium chloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-[(1R)-1-Cyclopropyl-2,2,2-trifluoroethyl]-2-methylpropane-2-sulfinamide ((S,R), 16.55 g, 68.0 mmol) was dissolved in MeOH (34 ml) and 4 M HCl in dioxane (34.0 ml, 136 mmol) was added. The reaction mixture was allowed to stir for 30 min, and concentrated to half the volume. Ether was added to the mixture, and the resultant precipitate was collected by filtration to give the title compound.

Workup

  1. concentrationconcentrated to half the volume
  2. additionEther was added to the mixture
  3. filtrationthe resultant precipitate was collected by filtration

Sources & evidence

ORD record
ord-e0b6faaaa9b748b3b7bb31eabf50e438
Source dataset
uspto-grants-2013_04
Patent number
US08431569B2

Reaction notes

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