Diethyl Ether → 1-(4-Chlorophenyl)-3-mesyloxymethyl-2-pyrrolidinone

HRID 1740379Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1740379
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:17][CH2:16][CH:15]([CH2:18][OH:19])[C:14]2=[O:20])=[CH:9][CH:8]=1.C(N(CC)CC)C.C(OCC)C>ClCCl>[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:17][CH2:16][CH:15]([CH2:18][O:19][S:2]([CH3:1])(=[O:4])=[O:3])[C:14]2=[O:20])=[CH:9][CH:8]=1

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 218386441-(4-Chlorophenyl)-3-(hydroxymethyl)pyrrolidin-2-one

Produkt 1

HCID 218386401-(4-Chlorophenyl)-3-mesyloxymethyl-2-pyrrolidinoneAusbeute 95,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Under ice-cooling, 14.0 g of methanesulfonyl chloride was added dropwise to a solution of 23.2 g of 1-(4-chlorophenyl)-3-hydroxymethyl-2-pyrrolidinone and 12.5 g of triethylamine in 200 mL of dichloromethane. After 2 hours, the reaction mixture was washed with water, dried over anhydrous magnesium sulfate and concentrated to give crystals. The crystals were sludged with diethyl ether and collected by filtration. The crystals were washed with diethyl ether and dried in vacuo to give 29.8 g of the title compound.

Aufarbeitung

  1. temperatureUnder ice-cooling
  2. washthe reaction mixture was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customto give crystals
  6. filtrationcollected by filtration
  7. washThe crystals were washed with diethyl ether
  8. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9f888bf2e4a44ae0a1827dc41150fb45
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05969138

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