Triethylamine → Hex-5-yn-1-yl methanesulfonate

HRID 129264Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 129264
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH2:6]([OH:12])[CH2:7][CH2:8][CH2:9][C:10]#[CH:11].C(N(CC)CC)C>ClCCl>[CH3:1][S:2]([O:12][CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[CH:11])(=[O:4])=[O:3]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 702345-Hexyn-1-ol

Produkt 1

HCID 12714590Hex-5-yn-1-yl methanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of methanesulphonyl chloride (23.7 ml) in dry dichloromethane (25 ml.) was added dropwise to a solution of hex-5-yn-1-ol (Lancaster Synthesis, 25 g) and triethylamine (47.3 ml) in dichloromethane (300 ml), stirred under a nitrogen atmosphere at -70°. The resulting mixture was allowed to warm to room temperature over 16 hours. The mixture was then washed with water, dilute hydrochloric acid, saturated sodium bicarbonate solution and brine before drying over anhydrous magnesium sulphate and evaporation in vacuo. Hex-5-ynyl methanesulphonate was obtained as an oil (43.6 g) and was used without purification.

Aufarbeitung

  1. washThe mixture was then washed with water, dilute hydrochloric acid, saturated sodium bicarbonate solution and brine
  2. dry with materialbefore drying over anhydrous magnesium sulphate and evaporation in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f34665ecde3e4391abcf6b27dc244d0d
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05466710

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