Sulfuric acid magnesium salt (1:1) → HCID 12171914, compound

HRID 1970966Notes

Reaction equation

HRID 1970966 reaction equation
[CH:1]1([CH:4]=O)[CH2:3][CH2:2]1.[CH3:6][C:7]([S:10]([NH2:12])=[O:11])([CH3:9])[CH3:8].S([O-])([O-])(=O)=O.[Mg+2].CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1>C(Cl)Cl>[CH:1]1(/[CH:4]=[N:12]/[S:10]([C:7]([CH3:9])([CH3:8])[CH3:6])=[O:11])[CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 123114CyclopropanecarboxaldehydeHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 3382465Tert-Butanesulfinamide

Product 1

HCID 12171914HCID 12171914, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of cyclopropane carboxaldehyde (57.8 g, 825 mmol) in DCM (825 mL) were added 2-methyl-2-propanesulfinamide (50 g, 413 mmol), magnesium sulfate (248 g, 2.06 mol), and PPTS (5.18 g, 20.6 mmol). The reaction mixture was left to stir for 1 day, filtered through a fritted glass, concentrated, and purified by filtration through SiO2 using 40% EtOAc in Hex as an eluent.

Workup

  1. waitThe reaction mixture was left
  2. filtrationfiltered through a fritted glass
  3. concentrationconcentrated
  4. filtrationpurified by filtration through SiO2 using 40% EtOAc in Hex as an eluent

Sources & evidence

ORD record
ord-209d2bc9bdd84a2c8dea11c60e950469
Source dataset
uspto-grants-2013_04
Patent number
US08431569B2

Reaction notes

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