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N-bromobutanimide → 3-(4-Chlorobenzoyl)benzyl bromide

HRID 1701348
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1701348
[CH3:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[C:5]([C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1)=[O:6].[Br:17]N1C(=O)CCC1=O>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>[Br:17][CH2:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[C:5]([C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1)=[O:6]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 67184N-bromobutanimideHCID 2757666(4-Chlorophenyl)(3-methylphenyl)methanone

Produkt 1

HCID 136496533-(4-Chlorobenzoyl)benzyl bromideAusbeute 62,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 7187Benzoyl PeroxideKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel2×

Versuchsvorschrift

A mixture of 23.05 g of 3-methyl-4'-chlorobenzophenone, 70 cc of carbon tetrachloride, 16.02 g of N-bromosuccinimide and 90 mg benzoyl peroxide was refluxed for 4 hours and then was added to 100 cc of carbon tetrachloride. The mixture was filtered hot and the filter was washed with 100 cc of boiling carbon tetrachloride. 200 cc of the solvent were distilled off under reduced pressure and the mixture was cooled and iced for 1 hour. The mixture was vacuum filtered and the recovered crystals were empasted with iced carbon tetrachloride and dried under reduced pressure. The residue was crystallized from ethanol to obtain 17.5 g of 3-bromomethyl-4'-chlorobenzophenone melting at 138°-139° C.

Aufarbeitung

  1. temperaturewas refluxed for 4 hours
  2. filtrationThe mixture was filtered hot
  3. washthe filter was washed with 100 cc of boiling carbon tetrachloride
  4. distillation200 cc of the solvent were distilled off under reduced pressure
  5. temperaturethe mixture was cooled
  6. filtrationfiltered
  7. customdried under reduced pressure
  8. customThe residue was crystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-c945a5de21bd4c249b9832dd9cf24537
Quelldatensatz
uspto-grants-1980_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04192890

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