N-Iodosuccinimide → HCID 67035019, Verbindung

HRID 2354093Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2354093
[CH2:1]=[C:2]1[CH2:7][CH2:6][CH:5]([OH:8])[CH2:4][CH2:3]1.[I:9]N1C(=O)CCC1=O>C(Cl)Cl>[I:9][CH2:1][C:2]12[O:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][CH2:3]2

Komponenten

4

Edukt 2

HCID 120273N-IodosuccinimideHCID 138082884-methylenecyclohexanol

Produkt 1

HCID 67035019HCID 67035019, VerbindungAusbeute 37,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-methylenecyclohexanol (1.88 g) in CH2Cl2 (37.6 mL) was added N-iodosuccinimide (4.5 g) under nitrogen atmosphere, which was stirred at ambient temperature for 3 hours. The resultant was washed with Na2S2O3 aq., H2O, and brine. The organic phase was dried over Na2SO4, filtered, and evaporated in vacuo. The residue was purified by column chromatography on silica gel to give 1-(iodomethyl)-7-oxabicyclo[2.2.1]heptane (1.5 g) as colorless oil.

Aufarbeitung

  1. washThe resultant was washed with Na2S2O3 aq., H2O, and brine
  2. dry with materialThe organic phase was dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. customThe residue was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-c3bf2cdcacfb4b2db56473b55a35f981
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07750155B2

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