Reaktion #414187

ord-c897cd172b4a4cbea2f1a89c5fc5d7dc

Reaktionsgleichung

CCOCC
ether
CC(C)OP(=O)(CO)OC(C)C
diisopropyl P-(hydroxymethyl)phosphonate
CCN(CC)CC
triethylamine
O=S(=O)(Cl)c1ccccc1C(F)(F)F
2-(trifluoromethyl)benzenesulfonyl chloride
CCOCC
ether
CC(C)OP(=O)(COS(=O)(=O)c1ccccc1C(F)(F)F)OC(C)C
desired product
Ausbeute 64.2%
CC(C)OP(=O)(COS(=O)(=O)c1ccccc1C(F)(F)F)OC(C)C
Diisopropyl P-[[(2-(trifluoromethyl)phenyl)sulfonyloxy]methyl]phosphonate
Ausbeute 64.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Waschenthe ethyl acetate solution washed with two 100 ml portions of water
  2. 2
    Trocknendried with magnesium sulfate
  3. 3
    Filtrationfiltered
  4. 4
    Einengenconcentrated

Vorschrift

A solution of 30 ml of ether, 13.3 g of diisopropyl P-(hydroxymethyl)phosphonate, prepared in Example 17, and 10.5 ml of triethylamine was added dropwise over 60 minutes to a solution of 15.35 g of 2-(trifluoromethyl)benzenesulfonyl chloride and 50 ml of ether. After the mild exotherm, the reaction was allowed to stir at room temperature overnight and then was diluted with 200 ml of ethyl acetate, the ethyl acetate solution washed with two 100 ml portions of water, dried with magnesium sulfate, filtered, and concentrated to yield 16.3 g of the desired product as an oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05272128uspto-grants-1993_12