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Water → 2-(2,2-Difluorocyclopropyl)ethyl methanesulfonate

HRID 1026330
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1026330
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[F:6][C:7]1([F:13])[CH2:9][CH:8]1[CH2:10][CH2:11][OH:12].C(N(CC)CC)C.O>C1COCC1>[CH3:1][S:2]([O:12][CH2:11][CH2:10][CH:8]1[CH2:9][C:7]1([F:13])[F:6])(=[O:4])=[O:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 142797682-(2,2-Difluorocyclopropyl)ethanol

Produkt 1

HCID 866663152-(2,2-Difluorocyclopropyl)ethyl methanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028Tetrahydrofuran
Lösungsmittel

Versuchsvorschrift

Methanesulfonyl chloride (1.35 mL) was added to a solution of 2-(2,2-difluorocyclopropyl)ethanol (1.42 g) and triethylamine (3.24 mL) in THF (20 mL) dropwise at 0° C. The mixture was stirred at room temperature overnight. Water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (1.31 g) as a pale yellow oil.

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-ce7c07a2af9e4a64af00e512e8907a14
Quelldatensatz
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08729102B2

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