Reaktion #92726

ord-1279496b53e34c868d6b3cccc4f50013

Reaktionsgleichung

COC(=O)c1cccc(C=O)c1
methyl 3-formylbenzoate
CC(C)(C)[S@](N)=O
(R)-2-methyl-2-propanesulfinamide
COC(=O)c1cccc(/C=N/[S@](=O)C(C)(C)C)c1
methyl 3-[(E)-{[(R)-tert-butylsulfinyl]imino}methyl]benzoate
Ausbeute 14.3%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe reaction mixture was filtered over Celite
  2. 2
    Sonstigethe solvent was then evaporated under reduced pressure
  3. 3
    SonstigeThe obtained residue was purified by silica gel column chromatography

Vorschrift

A suspension of 3.0 g of methyl 3-formylbenzoate, 2.25 g of (R)-2-methyl-2-propanesulfinamide, and 6.0 g of copper (II) sulfate in 50 ml of dichloromethane was stirred overnight. The reaction mixture was filtered over Celite and the solvent was then evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 700 mg of methyl 3-[(E)-{[(R)-tert-butylsulfinyl]imino}methyl]benzoate.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09447090B2uspto-grants-2016_09