Triethylamine → (S)-(5-Oxopyrrolidin-2-yl)methyl methanesulfonate

HRID 1050297Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1050297
[OH:1][CH2:2][C@H:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1.C(N(CC)CC)C.[CH3:16][S:17](Cl)(=[O:19])=[O:18]>ClCCl>[CH3:16][S:17]([O:1][CH2:2][C@@H:3]1[CH2:4][CH2:5][C:6](=[O:8])[NH:7]1)(=[O:19])=[O:18]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 643511(S)-5-(Hydroxymethyl)-2-pyrrolidinone

Produkt 1

HCID 13306708(S)-(5-Oxopyrrolidin-2-yl)methyl methanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (5S)-5-(hydroxymethyl)pyrrolidin-2-one (1.0 g, 8.69 mmol) in dichloromethane (40 mL) at 0° C. was added triethylamine (1.816 mL, 13.03 mmol) followed by dropwise addition of methanesulfonyl chloride (0.812 mL, 10.42 mmol). The resulting mixture was stirred at room temperature for two hours, and then it was partitioned between water and dichloromethane (3×). The organic extracts were combined and dried over Na2SO4, the drying agent was removed by filtration, and the solution was concentrated in vacuo to give the title compound as a colorless, waxy solid (1.68 g, quantitative).

Aufarbeitung

  1. customit was partitioned between water and dichloromethane (3×)
  2. dry with materialdried over Na2SO4
  3. customthe drying agent was removed by filtration
  4. concentrationthe solution was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5cb221ecb7404bed9c34c05d9d2fed32
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09382258B2

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