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Triethylamine → 2-(Tetrahydro-3-furanyl)ethyl methanesulfonate

HRID 1010990
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1010990
[O:1]1[CH2:5][CH2:4][CH:3]([CH2:6][CH2:7][OH:8])[CH2:2]1.C(N(CC)CC)C.[CH3:16][S:17](Cl)(=[O:19])=[O:18].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH3:16][S:17]([O:8][CH2:7][CH2:6][CH:3]1[CH2:4][CH2:5][O:1][CH2:2]1)(=[O:19])=[O:18]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 111262252-(Oxolan-3-yl)ethan-1-ol

Produkt 1

HCID 576998222-(Tetrahydro-3-furanyl)ethyl methanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

2-(Tetrahydro-3-furanyl)ethanol (230 mg) was dissolved in dry DCM (5 mL) and triethylamine (0.552 mL) was added. The stirred solution was cooled (ice bath) under nitrogen and methanesulphonyl chloride (0.199 mL) was added dropwise over 5 mins. The mixture was allowed to warm slowly to room temperature as the ice bath melted and was left for 16 h. The mixture was shaken with saturated sodium bicarbonate solution and the aqueous layer was extracted with DCM (×2). The combined organics were washed with brine, dried using a hydrophobic frit and evaporated to give the title compound (364 mg).

Aufarbeitung

  1. temperatureThe stirred solution was cooled (ice bath) under nitrogen
  2. extractionthe aqueous layer was extracted with DCM (×2)
  3. washThe combined organics were washed with brine
  4. customdried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-6d6052d02976479ead74394d279bfd66
Quelldatensatz
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07977344B2

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