N-bromobutanimide → 1-(4-Bromomethylphenyl)cyclopentane carboxylic acid t butyl ester
Reaktionsgleichung
[C:1]([O:5][C:6]([C:8]1([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Br:20]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[C:1]([O:5][C:6]([C:8]1([C:13]2[CH:18]=[CH:17][C:16]([CH2:19][Br:20])=[CH:15][CH:14]=2)[CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
To a solution of 1-(4-methylphenyl)cyclopentane carboxylic acid t butyl ester (2.00 g, 7.68 mmol) in CCl4 (80 mL) was added N-bromosuccinimide (1.37 g, 7.68 mmol) and benzoyl peroxide (0.050 g). This mixture was brought to reflux by heating, and maintained at reflux for 2 hours using a sun lamp (250 W). Additional N-bromosuccinimide (0.34 g, 1.9 mmol) was added, and after 20 minutes the solution was concentrated to 40 mL. The white precipitate was removed by filtration. The filtrate was concentrated to give 1-(4-bromomethylphenyl)cyclopentane carboxylic acid t butyl ester (2.9 g, 100%) as a yellow oil which was used without additional purification.
Aufarbeitung
- temperatureto reflux
- temperatureby heating
- temperaturemaintained
- temperatureat reflux for 2 hours
- concentrationafter 20 minutes the solution was concentrated to 40 mL
- customThe white precipitate was removed by filtration
- concentrationThe filtrate was concentrated
Quellen und Nachweise
- ORD-Eintrag
- ord-a59d1e4fcef5441e9d4def335ff86ee2
- Quelldatensatz
- uspto-grants-2000_12
- Patentnummer
- US06156784
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