Ethanol → tert-Butyl methylsulfonyl{3-[(2S)oxiranylmethoxy]phenyl}carbamate

HRID 1281479Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1281479
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([N:15]([S:23]([CH3:26])(=[O:25])=[O:24])[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH:12]=[CH:13][CH:14]=1)[C:2]1C=CC=C[CH:3]=1.C1CCCCC=1.C([OH:35])C>[Pd]>[CH3:26][S:23]([N:15]([C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([O:8][CH2:1][C@@H:2]2[CH2:3][O:35]2)[CH:10]=1)[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:19])[CH3:20])(=[O:25])=[O:24]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 8079CyclohexeneHCID 53881295tert-Butyl 3-(benzyloxy)phenyl(methylsulfonyl)carbamate

Produkt 1

HCID 23381355tert-Butyl methylsulfonyl{3-[(2S)oxiranylmethoxy]phenyl}carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

tert-Butyl 3-(benzyloxy)phenyl(methylsulfonyl)carbamate (2.6 g, 6.88 mmol) was dissolved in ethanol (25 mL), 10% palladium on carbon (0.75 g) and cyclohexene (1.5 mL) were added. The solution was heated to reflux for 3 hours. The solution was cooled and filtered through Celite. The solvent was removed in vacuo to yield crude title compound (1.93 g, 6.7 mmol).

Aufarbeitung

  1. temperatureThe solution was heated
  2. temperatureto reflux for 3 hours
  3. temperatureThe solution was cooled
  4. filtrationfiltered through Celite
  5. customThe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b4813161adfa40088af585cb40d6459f
Quelldatensatz
uspto-grants-2002_09
Patentnummer
US06451814B1

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