Methanesulfonyl chloride → 2-(3-Nitro-benzenesulfonyl)ethyl methanesulfonate

HRID 914995Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 914995
[N+:1]([C:4]1[CH:5]=[C:6]([S:10]([CH2:13][CH2:14][OH:15])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[CH3:16][S:17](Cl)(=[O:19])=[O:18]>ClCCl.N1C=CC=CC=1>[CH3:16][S:17]([O:15][CH2:14][CH2:13][S:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)(=[O:12])=[O:11])(=[O:19])=[O:18]

Komponenten

5

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 170561Ethanol, 2-[(3-nitrophenyl)sulfonyl]-

Produkt 1

HCID 589580692-(3-Nitro-benzenesulfonyl)ethyl methanesulfonateAusbeute 71,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 2-(3-nitrobenzenesulfonyl)ethanol (101) (5.0 g, 21.6 mmol) in dichloromethane (31.5 mL) and pyridine (7 mL) was added methanesulfonyl chloride (4.9 g, 43 mmol). The mixture was stirred at room temperature overnight before it was partitioned between dichloromethane (200 mL) and 0.5 N HCl (200 mL). The organic layer was dried over MgSO4 and concentrated on a rotavap to give 102 (4.78 g, 71%).

Aufarbeitung

  1. customwas partitioned between dichloromethane (200 mL) and 0.5 N HCl (200 mL)
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated on a rotavap

Quellen und Nachweise

ORD-Eintrag
ord-08464b2f7870468fa69c150e600cc333
Quelldatensatz
uspto-grants-2007_09
Patentnummer
US07265122B2

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