Iodine → 1-Bromo-3-cyclopropylbenzene

HRID 733193

Reaktionsgleichung

Reaktionsgleichung von HRID 733193
II.I[CH2:4]I.[Br:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[CH:10]=[CH2:11]>C1(C)C=CC=CC=1.[Cu]>[Br:6][C:7]1[CH:8]=[C:9]([CH:10]2[CH2:4][CH2:11]2)[CH:12]=[CH:13][CH:14]=1

Komponenten

6

Edukt 3

HCID 807IodineHCID 6346DiiodomethaneHCID 748703-Bromostyrene

Produkt 1

HCID 32826721-Bromo-3-cyclopropylbenzeneAusbeute 10,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23978CopperKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

Iodine (0.335 g, 1.32 mmol), diiodomethane (4.3 mL, 53.0 mmol) and 3-bromostyrene (5 g, 26.4 mmol) were added successively to a suspension of copper (7.5 g, 118.8 mmol) in toluene (50 mL). The mixture was refluxed for 140 h, then filtered and concentrated in vacuo. The residue was distilled under reduced pressure to afford 3-bromo-1-cyclopropylbenzene (0.55 g, 10%) as a colorless oil.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 140 h
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. distillationThe residue was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-92a3c950b0de4d5d9a1452cdff580344
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07589095B2

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