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HCID 19005115, Verbindung → HCID 19005118, Verbindung

HRID 1762783
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1762783
O=C1[CH:6]([C:7](=[O:17])[C:8]([F:16])([F:15])[CH2:9][CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:5][CH2:4][O:3]1>Cl.C(O)(=O)C>[OH:3][CH2:4][CH2:5][CH2:6][C:7](=[O:17])[C:8]([F:16])([F:15])[CH2:9][CH2:10][C:11]([CH3:12])([CH3:13])[CH3:14]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 19005115HCID 19005115, Verbindung

Produkt 1

HCID 19005118HCID 19005118, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A 10 mL one neck round bottom flask, fitted with argon inlet, magnetic stirrer, and reflux condenser was charged with 1.0 mL glacial acetic acid, 4 drops of concentrated HCl and 200 mg (0.81 mM) of 2,3,4,5-tetrahydro-2-oxo-3-(5,5-dimethyl-2,2-difluoro-1-oxohexyl)furan. The reaction mixture was heated at 110 C. overnight under a blanket of argon. The reaction was extracted with ethyl ether, and the ether was cross washed with water, dried (anhydrous MgSO4), and solvent removed under reduced pressure. The residue was chromatographed on a 10×60 mm silica gel column using a 9:1 hexane:ethyl acetate mixture to give a clear oil. nmr(CDCl3)--α0.95(s, 9H), 1.45(t, 2H), 2.00(m, 6H), 3.12(bs, 1H), 4.15(m, 1H)

Aufarbeitung

  1. temperaturereflux condenser
  2. temperatureThe reaction mixture was heated at 110 C
  3. customovernight
  4. extractionThe reaction was extracted with ethyl ether
  5. washthe ether was cross washed with water
  6. dry with materialdried (anhydrous MgSO4), and solvent
  7. customremoved under reduced pressure
  8. customThe residue was chromatographed on a 10×60 mm silica gel column
  9. customethyl acetate mixture to give a clear oil

Quellen und Nachweise

ORD-Eintrag
ord-d4b9516a6e524e438aa0e9e52fcc9f95
Quelldatensatz
uspto-grants-1989_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04835099

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