Reaktion #336896

ord-81c31f13f25a4b3e833e94d168e57d8f

Reaktionsgleichung

CC(=O)c1cc(N(C)C)cc(S(F)(F)(F)(F)F)c1
1-(3-Dimethylamino-5-pentafluorosulfanyl phenyl)ethanone
COC(OC)OC
trimethyl orthoformate
[O-]C([O-])[O-]
orthoformate
COC(C)(OC)c1cc(N(C)C)cc(S(F)(F)(F)(F)F)c1
crude product
Ausbeute 96.9%
COC(C)(OC)c1cc(N(C)C)cc(S(F)(F)(F)(F)F)c1
[3-(1,1-Dimethoxyethyl)-5-pentafluorosulfanylphenyl]dimethylamine
Ausbeute 96.9%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONtreated
  2. 2
    workup.STIRRINGthe mixture was stirred for 2 h
  3. 3
    workup.WAITto stand overnight
  4. 4
    Sonstigethe residue was dried in a high vacuum

Vorschrift

1-(3-Dimethylamino-5-pentafluorosulfanyl phenyl)ethanone (650 mg) was dissolved in methanol (50 ml) and treated with stirring with trimethyl orthoformate (715 mg) and DL-10-camphorsulfonic acid (10 mg). After stirring for 3 h, more orthoformate (200 mg) was added, and the mixture was stirred for 2 h and then allowed to stand overnight. The solvent was then stripped off and the residue was dried in a high vacuum. 730 mg of crude product were obtained, which were reacted directly in the next stage.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07863269B2uspto-grants-2011_01