Reaktion #303886

ord-4defcdc8bc8e489dbdaa5316731a7b05

Reaktionsgleichung

CCN(CC)CC
triethylamine
BrCc1ccc(Br)cc1
4-bromobenzyl bromide
Cl.O=S1(=O)CCNCC1
thiomorpholine-1,1-dioxide hydrochloride
O=S1(=O)CCN(Cc2ccc(Br)cc2)CC1
4-(4-Bromo-benzyl)-thiomorpholine-1,1-dioxide

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe reaction mixture is partitioned between CH2Cl2 and H2O
  2. 2
    ExtraktionThe aqueous phase is re-extracted four times with CH2Cl2
  3. 3
    WaschenThe combined organic extracts are washed with water, saturated brine
  4. 4
    Trocknendried over Na2SO4
  5. 5
    Filtrationfiltered
  6. 6
    Einengenthe filtrate is concentrated in vacuo
  7. 7
    Sonstigeto afford
  8. 8
    Sonstigeafter drying in HV
  9. 9
    Sonstigethe title compound which is used in the next step without further purification

Vorschrift

2.18 ml (15.5 mmol) of triethylamine are added to a colorless suspension of 1.28 g (5 mmol) of 4-bromobenzyl bromide and 944 mg (5.5 mmol) thiomorpholine-1,1-dioxide hydrochloride in 15 ml DMF. After 3 h at RT, the reaction mixture is partitioned between CH2Cl2 and H2O. The aqueous phase is re-extracted four times with CH2Cl2. The combined organic extracts are washed with water, saturated brine, dried over Na2SO4, filtered and the filtrate is concentrated in vacuo to afford, after drying in HV, the title compound which is used in the next step without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08193189B2uspto-grants-2012_06