N-bromobutanimide → 3-(Bromomethyl)benzophenone

HRID 1731157

Reaktionsgleichung

Reaktionsgleichung von HRID 1731157
[CH3:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6].[Br:16]N1C(=O)CCC1=O>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>[Br:16][CH2:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6]

Komponenten

5

Edukt 2

HCID 67184N-bromobutanimideHCID 695113-Methylbenzophenone

Produkt 1

HCID 895863-(Bromomethyl)benzophenoneAusbeute 114,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 7187Benzoyl PeroxideKatalysator4×HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A mixture of 32 g of 3-methyl-benzophenone (process of Ador et al, Berichte, Vol. 12, p. 2299), 96 ml of carbon tetrachloride, 26 g of N-bromosuccinimide and 100mg of benzoyl peroxide was refluxed for one hour and after the addition of another 100mg of benzoyl peroxide, the mixture was refluxed for 1 hour. Another 100 mg of benzoyl peroxide were added and reflux was maintained for 11/2 hours. Another 100 mg of benzoyl peroxide were added and reflux was maintained with stirring for 11/2 hours. The mixture was cooled, filtered and the filtrate was distilled to dryness under reduced pressure to obtain 46 g of 3-bromomethyl-benzophenone which was used as is for the next step.

Aufarbeitung

  1. temperaturewas refluxed for one hour
  2. temperaturethe mixture was refluxed for 1 hour
  3. temperaturereflux
  4. temperaturewas maintained for 11/2 hours
  5. temperaturereflux
  6. temperaturewas maintained
  7. temperatureThe mixture was cooled
  8. filtrationfiltered
  9. distillationthe filtrate was distilled to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8e883f40d9d4483393e9572d001d86ca
Quelldatensatz
uspto-grants-1976_11
Patentnummer
US03995056

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