Triethylamine → (1-Methylpiperidin-2-yl)methyl methanesulfonate

HRID 227369

Reaktionsgleichung

Reaktionsgleichung von HRID 227369
[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[CH2:8][OH:9].C(N(CC)CC)C.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>O1CCCC1>[CH3:17][S:18]([O:9][CH2:8][CH:3]1[CH2:4][CH2:5][CH2:6][CH2:7][N:2]1[CH3:1])(=[O:20])=[O:19]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 893941-Methyl-2-piperidinemethanol

Produkt 1

HCID 44627021(1-Methylpiperidin-2-yl)methyl methanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 1-methyl-2-piperidine-methanol (Aldrich, 0.27 mL, 2.1 mmol) in 10 mL tetrahydrofuran (THF) at 0° C. was added triethylamine (0.87 mL, 6.22 mmol) followed by methanesulfonyl chloride (0.24 mL, 3.1 mmol). The mixture was stirred at 0° C. for 10 min then the ice-bath was removed and the reaction mixture was stirred at 23° C. for an additional 1.5 h. The reaction mixture was filtered though Celite with THF and concentrated under reduced pressure. This crude material was used directly in the next reaction.

Aufarbeitung

  1. customthe ice-bath was removed
  2. stirringthe reaction mixture was stirred at 23° C. for an additional 1.5 h
  3. filtrationThe reaction mixture was filtered though Celite with THF
  4. concentrationconcentrated under reduced pressure
  5. customThis crude material was used directly in the next reaction

Quellen und Nachweise

ORD-Eintrag
ord-a17f828435f94eff96c61b543cf3d75e
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560481B2

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