N-bromobutanimide → Methyl 4-(bromomethyl)thiophene-2-carboxylate

HRID 1275885

Reaktionsgleichung

Reaktionsgleichung von HRID 1275885
[CH3:1][O:2][C:3]([C:5]1[S:6][CH:7]=[C:8]([CH3:10])[CH:9]=1)=[O:4].[Br:11]N1C(=O)CCC1=O>C1C=CC=CC=1.C(OCC)(=O)C>[Br:11][CH2:10][C:8]1[CH:9]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[S:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 67184N-bromobutanimideHCID 2777593Methyl 4-methylthiophene-2-carboxylate

Produkt 1

HCID 15469145Methyl 4-(bromomethyl)thiophene-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A stirred mixture of 4-methyl-2-thiophenecarboxylic acid methyl ester (0.252 g) (Coll. Czechoslov. Commun. 1958, 23, 452, Synth. Commun. 1994, 24, 1721) and N-bromosuccinimide (0.287 g) in benzene (20 ml) was irradiated under a 500 W halogen lamp for 2 hours. The mixture was diluted with ethyl acetate, washed with water and dried (MgSO4). The residue was evaporated and purified by chromatography eluting with 50% ethyl acetate in isohexane. Yield 0.29 g.

Aufarbeitung

  1. washwashed with water
  2. dry with materialdried (MgSO4)
  3. customThe residue was evaporated
  4. custompurified by chromatography
  5. washeluting with 50% ethyl acetate in isohexane

Quellen und Nachweise

ORD-Eintrag
ord-c615ef4f294f40cd815b2693f45ca03f
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06162808

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