Reaktion #307237

ord-afc8319216b54771bfc39a25664dbb30

Reaktionsgleichung

O
water
CCN(CC)CC
triethylamine
Cl.O=S1(=O)CCNCC1
thiomorpholine 1,1-dioxide hydrochloride
O=C(Cl)Oc1ccc([N+](=O)[O-])cc1
4-nitrophenyl chloroformate
O=C(Oc1ccc([N+](=O)[O-])cc1)N1CCS(=O)(=O)CC1
4-Nitrophenyl thiomorpholine-4-carboxylate 1,1-dioxide

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwhile cooling with an ice bath
  2. 2
    Filtrationfiltered
  3. 3
    SonstigeThe residue was dried under high vacuum

Vorschrift

17.0 g (99.2 mmol) of thiomorpholine 1,1-dioxide hydrochloride were initially charged in 100 ml of dichloromethane and, while cooling with an ice bath, admixed with 20.7 ml (15.1 g, 148.8 mmol) of triethylamine. 10.0 g (49.6 mmol) of 4-nitrophenyl chloroformate were added in portions. The reaction mixture was stirred at RT for 30 minutes, admixed with water and ethyl acetate and then filtered. The residue was dried under high vacuum. Yield: 12.4 g (83% of theory)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08202862B2uspto-grants-2012_06