Cyclohexyl bromoacetate → Cyclohexyl benzenesulfonylacetate

HRID 2226818Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2226818
Br[CH2:2][C:3]([O:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:4].O.O.[C:14]1([S:20]([O-:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[Na+]>CS(C)=O>[C:14]1([S:20]([CH2:2][C:3]([O:5][CH:6]2[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]2)=[O:4])(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

4

Edukt 2

HCID 221279Cyclohexyl bromoacetateHCID 23681562Benzenesulfinic acid, sodium salt, dihydrate

Produkt 1

HCID 22908638Cyclohexyl benzenesulfonylacetateAusbeute 77,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

To a solution of cyclohexyl 2-bromoacetate (15.6 g, 0.07 mole) in dimethylsulfoxide (120 ml), sodium benzenesulfinate dihydrate (15 g, 0.075 mole) was added in a small portion at 30°-40° C., and stirring was continued at 60° C. for 6 hours. The resultant mixture was poured into ice-cold H2O (1.5 l). The precipitate was filtered, washed with H2O and dried to afford 15.3 g of cyclohexyl 2-phenylsulfonylacetate as white crystals.

Aufarbeitung

  1. filtrationThe precipitate was filtered
  2. washwashed with H2O
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-cd0c2eda4a2f4ea0852ee8c9a815d1e9
Quelldatensatz
uspto-grants-1994_09
Patentnummer
US05350660

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