Ethyl Acetate → 1-(Methylsulfonyl)-4-nitrobenzene

HRID 988669Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 988669
[N+:1]([C:4]1[CH:9]=[CH:8][C:7](SC)=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl[C:13]1C=C(C=CC=1)C(OO)=O.C(OCC)(=O)C.[S:29](=[O:32])(O)[O-:30].[Na+]>C(Cl)(Cl)Cl>[CH3:13][S:29]([C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)(=[O:32])=[O:30]

Komponenten

6

Edukt 4

HCID 8857Ethyl AcetateHCID 70297m-Chloroperbenzoic acidHCID 961094-Nitrophenyl methyl sulfideHCID 23665763Sodium Bisulfite

Produkt 1

HCID 2584341-(Methylsulfonyl)-4-nitrobenzeneAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a stirring solution of methyl 4-nitrophenyl sulfide (10 g, 59.1 mmol) in chloroform at 0° C. was added m-chloroperoxybenzoic acid (55.6 g, 177.3 mmol). After 3 h, ethyl acetate (1.2 L) was added followed by satd aq sodium bisulfite. After stirring overnight, the layers were separated and the organic phase was washed with satd aq sodium bicarbonate (3×200 mL), followed by brine, and then dried over MgSO4, filtered and concentrated in vacuo to give 11.27 g (95%) of the title compound.

Aufarbeitung

  1. customthe layers were separated
  2. washthe organic phase was washed with satd aq sodium bicarbonate (3×200 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f0d65ff0dffa4a90b93f89a3cf48e3e1
Quelldatensatz
uspto-grants-2003_10
Patentnummer
US06635657B1

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