4-Methylbenzophenone → 4-(Bromomethyl)benzophenone

HRID 40448

Reaktionsgleichung

Reaktionsgleichung von HRID 40448
[CH3:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[Br:16]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[Br:16][CH2:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 86524-MethylbenzophenoneHCID 67184N-bromobutanimide

Produkt 1

HCID 1229514-(Bromomethyl)benzophenoneAusbeute 72,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A stirred mixture of 4-methyl benzophenone (1) (15.0 g, 76 mmol) and N-bromo succinimide (14.2 g, 80 mmoll) in chloroform (100 ml) was heated to reflux for 18 h. with a 100W bulb shining 2 cm from the flask. The reaction mixture was cooled, washed with water and concentrated in vacuo. The resulting solid was washed with diethyl ether to leave 2 (15.1 g, 72%) as a white solid; δH (CDCl3) 4.55 (2H, s, CH2Br), 7.46-7.84 (9H, m, Ar—H).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureThe reaction mixture was cooled
  3. washwashed with water
  4. concentrationconcentrated in vacuo
  5. washThe resulting solid was washed with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-8ef8eb7b19054ea99663eae47e63f478
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08530212B2

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