1,4-Dioxane hydrochloride → 1-Cyclopropyl-2,2-difluoroethanaminium chloride

HRID 1970974Notes

Reaction equation

HRID 1970974 reaction equation
[CH:1]1([CH:4]([NH:8]S(C(C)(C)C)=O)[CH:5]([F:7])[F:6])[CH2:3][CH2:2]1.[ClH:15].O1CCOCC1>CO>[Cl-:15].[CH:1]1([CH:4]([NH3+:8])[CH:5]([F:7])[F:6])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 59543142HCID 59543142, compound

Product 1

HCID 675286131-Cyclopropyl-2,2-difluoroethanaminium chloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N-(1-cyclopropyl-2,2-difluoroethyl)-2-methylpropane-2-sulfinamide (2.8 g, 12.4 mol) in MeOH (150 mL) was added dropwise 4 M HCl/dioxane (18.6 mL, 74.4 mmol). The mixture was stirred at room temperature overnight. The reaction mixture was concentrated under vacuum, and the solid was washed with Et2O, and dried to afford the title compound. 1H NMR (400 MHz, CD3OD) δ 6.25 (t, 1H); 2.90-3.00 (m, 1H); 1.02-1.12 (m, 1H); 0.78-0.82 (m, 2H); 0.58-0.68 (m, 2H).

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. washthe solid was washed with Et2O
  3. customdried

Sources & evidence

ORD record
ord-f64cac5d7bf549688862290a23bf4f51
Source dataset
uspto-grants-2013_04
Patent number
US08431569B2

Reaction notes

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