Bromine → 7-Bromo-5-chloro-2,3-dihydrobenzofuran

HRID 257516

Reaktionsgleichung

Reaktionsgleichung von HRID 257516
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1.[Br:11]Br.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([Br:11])[C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1

Komponenten

5

Edukt 3

HCID 24408BromineHCID 24477Sodium ThiosulfateHCID 5929645-Chloro-2,3-dihydro-1-benzofuran

Produkt 1

HCID 197834187-Bromo-5-chloro-2,3-dihydrobenzofuranAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

To a stirred solution of (33) (1.84 g, 11.93 mmol) in acetic acid (10 ml) at 0° C., was slowly added a solution of bromine (1.24 ml, 24 mmol) in acetic acid (5 ml). The reaction mixture was stirred at room temperature for 4.5 h. A 10% sodium thiosulphate solution (70 ml) was added and the mixture stirred for 10 min. The bulk of the solvent was evaporated in vacuo. The resulting oil was dissolved in ether (50 ml), washed with water (20 ml), saturated NaHCO2 (2×15 ml), brine (1×15 ml), dried Na2SO4 and evaporated in vacuo to give 2.55 g (92%) of (34) as a oil.

Aufarbeitung

  1. stirringthe mixture stirred for 10 min
  2. customThe bulk of the solvent was evaporated in vacuo
  3. dissolutionThe resulting oil was dissolved in ether (50 ml)
  4. washwashed with water (20 ml), saturated NaHCO2 (2×15 ml), brine (1×15 ml), dried Na2SO4
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f2c2ef8aac97430eba3688d429ad02ec
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05262430

Verknüpfte Notizen

Wird geladen…