Water → 3-Bromo-4-nitrophthalide

HRID 420624Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 420624
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][O:7][C:8]2=[O:9])([O-:3])=[O:2].[Br:14]N1C(=O)CCC1=O.O>C1(C(F)(F)F)C=CC=CC=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:14][CH:6]1[C:5]2[C:10](=[CH:11][CH:12]=[CH:13][C:4]=2[N+:1]([O-:3])=[O:2])[C:8](=[O:9])[O:7]1

Komponenten

6

Edukt 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 12116924-Nitrophthalide

Produkt 1

HCID 179850383-Bromo-4-nitrophthalideAusbeute 93,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 7187Benzoyl PeroxideKatalysatorHCID 7368(Trifluoromethyl)benzeneLösungsmittel

Versuchsvorschrift

5.37 g of 4-nitrophthalide (Tetrahedron Lett. (2001), 42, pp. 1647-50), 8.04 g of N-bromosuccinimide, and 196 mg of benzoyl peroxide are refluxed in 80 ml of benzotrifluoride and exposed to light until the reaction is completed. It is added to water, extracted with dichloromethane, washed several times with water, dried, and the solvent is removed in a vacuum. 7.24 g of 3-bromo-4-nitro-phthalide is obtained as a solid.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. washwashed several times with water
  3. customdried
  4. customthe solvent is removed in a vacuum

Quellen und Nachweise

ORD-Eintrag
ord-163bc53a0f1542abb20f79a340dc87c8
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08097627B2

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