Acetic Anhydride → 6-Chloro-8-iodocoumarin

HRID 841872

Reaktionsgleichung

Reaktionsgleichung von HRID 841872
[I:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[C:4]([CH:5]=O)[C:3]=1[OH:11].[C:12](OC(=O)C)(=[O:14])[CH3:13]>C(N(CC)CC)C>[Cl:10][C:8]1[CH:7]=[C:4]2[C:3](=[C:2]([I:1])[CH:9]=1)[O:11][C:12](=[O:14])[CH:13]=[CH:5]2

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 37725455-Chloro-2-hydroxy-3-iodobenzaldehyde

Produkt 1

HCID 226086266-Chloro-8-iodocoumarin

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

A mixture of 3-iodo-5-chlorosalicylaldehyde (100 g, 0.354 mole), acetic anhydride (300 mL) and triethylamine (54 mL) was heated at reflux for 18 hours. Upon cooling, the desired coumarin precipitated as a dark brown crystalline material. This was filtered, washed with hexane/ethyl acetate (4:1, 200 mL), and was air dried. Yield: 60 g (55%).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 18 hours
  3. temperatureUpon cooling
  4. customthe desired coumarin precipitated as a dark brown crystalline material
  5. filtrationThis was filtered
  6. washwashed with hexane/ethyl acetate (4:1, 200 mL)
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ab41251c244b49318e2bfc4e760e2a8c
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06372719B1

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