4,6-Dibromoisochroman-1-one → 6-bromo-1H-isochromen-1-one

HRID 1466111Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1466111
Br[CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([Br:12])[CH:10]=2)[C:5](=[O:13])[O:4][CH2:3]1>C(Cl)Cl>[Br:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[C:5](=[O:13])[O:4][CH:3]=[CH:2]2

Komponenten

3

Edukt 1

HCID 675174614,6-Dibromoisochroman-1-one

Produkt 1

HCID 212520476-bromo-1H-isochromen-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4,6-Dibromo-3,4-dihydro-1H-isochromen-1-one (1.8 g, 5.8 mmol) was dissolved in DCM (15 ml) then added TEA (20 mL, 143 mmol) and stirred at room temperature for 72 hours. The mixture was concentrated then took up the residue with DCM and washed with 1N HCl. Repeated the wash with brine then dried over Na2SO4 and evaporated to dryness. The residue was purified by MPLC with 0-100% EtOAc/hexane to yield 6-Bromo-1H-isochromen-1-one. LC-MS (IE, m/z): 227 [M+2]+.

Aufarbeitung

  1. concentrationThe mixture was concentrated
  2. washwashed with 1N HCl
  3. washwash with brine
  4. dry with materialthen dried over Na2SO4
  5. customevaporated to dryness
  6. customThe residue was purified by MPLC with 0-100% EtOAc/hexane

Quellen und Nachweise

ORD-Eintrag
ord-0a2346eee1314b6580262ec231704e21
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US08999990B2

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