Methyl iodide → 3-(4-Chloro-benzenesulfonyl)-3-methyl-dihydrofuran-2-one

HRID 1924859

Reaktionsgleichung

Reaktionsgleichung von HRID 1924859
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH:11]2[CH2:15][CH2:14][O:13][C:12]2=[O:16])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[H-].[Na+].I[CH3:20]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([C:11]2([CH3:20])[CH2:15][CH2:14][O:13][C:12]2=[O:16])(=[O:10])=[O:9])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 567327883-(4-Chlorobenzenesulfonyl)-dihydro-furan-2-one

Produkt 1

HCID 582805743-(4-Chloro-benzenesulfonyl)-3-methyl-dihydrofuran-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a mixture of 3-(4-chlorobenzenesulfonyl)-dihydro-furan-2-one (0.599 g; 2.29 mmol) in DMF (5 mL) at 0-5° C. was added portionwise NaH (0.23 g of a 60% dispersion in mineral oil; 5.74 mmol). The mixture stirred 30 minutes and iodomethane (0.43 mL; 6.89 mmol) was added. The reaction warmed to room temperature while stiffing overnight and was quenched with water. The solid was filtered and dried in vacuo to provide the desired product. Wt 0.488 g. 1H NMR (CDCl3) δ 7.82 (d, 2H), 7.56 (d, 2H), 4.56 (m, 1H), 4.39 (m, 1H), 3.32 (m, 1H), 2.42 (m, 1H), 1.51 (s, 3H).

Aufarbeitung

  1. waitwhile stiffing overnight
  2. customwas quenched with water
  3. filtrationThe solid was filtered
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c6143190dc594a5cb2265798165d8af5
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08178568B2

Verknüpfte Notizen

Wird geladen…