Calcium Carbonate → 2-Bromo-5-fluorobenzyl alcohol

HRID 23447

Reaktionsgleichung

Reaktionsgleichung von HRID 23447
[Br:1][C:2]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:3]=1[CH2:4]Br.C([O-])([O-])=[O:12].[Ca+2]>O1CCOCC1.O>[Br:1][C:2]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:3]=1[CH2:4][OH:12]

Komponenten

5

Edukt 2

HCID 10112Calcium CarbonateHCID 5179721-Bromo-2-(bromomethyl)-4-fluorobenzene

Produkt 1

HCID 27733492-Bromo-5-fluorobenzyl alcohol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

2-Bromo-5-fluorobenzylbromide (2.0 g, 7.46 mmol) was dissolved in dioxane (25 mL) and H2O (25 mL), and CaCO3 (3.84 g, 38.39 mmol) was added. The mixture was heated to reflux overnight. The solution was concentrated, and the residue was partitioned between H2O and CH2Cl2. The organic phase was washed with 1N HCl and brine, dried (MgSO4), filtered, and concentrated to afford the title compound. 1H NMR (CDCl3): δ 2.00 (t, 1H), 4.72 (d, 2H), 6.85-6.92 (m, 1H), 7.26 (dd, 1H), 7.48 (dd, 1H).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux overnight
  3. concentrationThe solution was concentrated
  4. customthe residue was partitioned between H2O and CH2Cl2
  5. washThe organic phase was washed with 1N HCl and brine
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-1076bffe427846ac8eb8c24fef4f4f01
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06852711B2

Verknüpfte Notizen

Wird geladen…