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

HRID 1970963Notes

Reaction equation

HRID 1970963 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 11355477tert-Butylsulfinamide, (S)-(-)-

Product 1

HCID 12171914HCID 12171914, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of cyclopropane carboxaldehyde (26.1 ml, 347 mmol) in DCM (347 ml) were added (S)-(−)-2-methyl-2-propanesulfinamide (21.0 g, 173 mmol), magnesium sulfate (104 g, 866 mmol), and PPTS (2.177 g, 8.66 mmol). The reaction mixture was left to stir overnight, filtered through a fritted funnel, concentrated, and purified by chromatography to provide the title compound as a colorless oil.

Workup

  1. waitThe reaction mixture was left
  2. filtrationfiltered through a fritted funnel
  3. concentrationconcentrated
  4. custompurified by chromatography

Sources & evidence

ORD record
ord-a05acb7a29b44709ac712e82afa4236f
Source dataset
uspto-grants-2013_04
Patent number
US08431569B2

Reaction notes

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