N-bromobutanimide → 2-Bromomethyl-7-nitrobenzo[b]furan

HRID 342415

Reaktionsgleichung

Reaktionsgleichung von HRID 342415
[CH3:1][C:2]1[O:6][C:5]2[C:7]([N+:11]([O-:13])=[O:12])=[CH:8][CH:9]=[CH:10][C:4]=2[CH:3]=1.[Br:14]N1C(=O)CCC1=O>ClCCl.N(C(C)(CC(C)(OC)C)C#N)=NC(C)(CC(OC)(C)C)C#N>[Br:14][CH2:1][C:2]1[O:6][C:5]2[C:7]([N+:11]([O-:13])=[O:12])=[CH:8][CH:9]=[CH:10][C:4]=2[CH:3]=1

Komponenten

5

Edukt 2

HCID 67184N-bromobutanimideHCID 132018972-Methyl-7-nitrobenzofuran

Produkt 1

HCID 702014072-Bromomethyl-7-nitrobenzo[b]furanAusbeute 85,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 858672,2'-Azobis(2,4-dimethyl-4-methoxyvaleronitrile)KatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 2-methyl-7-nitrobenzo[b]furan (2.66 g), N-bromosuccinimide (3.21 g) and 2,2'-azobis-(2,4-dimethyl-4-methoxyvaleronitrile) (270 mg) in dichloromethane (30 ml) was refluxed for 1 hour. The reaction mixture was washed with aqueous saturated sodium bicarbonate and brine, dried over sodium sulfate and concentrated in vacuo. The residue was crystallized from diethyl ether to give 2-bromomethyl-7-nitrobenzo[b]furan (3.3 g).

Aufarbeitung

  1. temperaturewas refluxed for 1 hour
  2. washThe reaction mixture was washed with aqueous saturated sodium bicarbonate and brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was crystallized from diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-2f69eb1bd2b8421aa4906d6bbc2b956e
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05858995

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