Dimethylformamide → 3-Butyl-benzofuran-2-carbonyl chloride

HRID 1357279Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1357279
[C:1]([Cl:6])(=[O:5])[C:2](Cl)=[O:3].[CH2:7]([C:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2OC=1C(O)=O)[CH2:8][CH2:9][CH3:10].CN(C=O)C>C(Cl)Cl>[CH2:7]([C:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[O:3][C:2]=1[C:1]([Cl:6])=[O:5])[CH2:8][CH2:9][CH3:10]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 185053403-Butyl-benzofuran-2-carboxylic acid

Produkt 1

HCID 185053603-Butyl-benzofuran-2-carbonyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Oxalyl Chloride (3.86 mL, 44.2 mmol) was added under nitrogen at room temperature to a solution of 3-butyl-benzofuran-2-carboxylic acid (1.93 g, 8.84 mmol) in 60 mL of methylene chloride. After the addition a catalytic amount of DMF (10 μL) was added and the reaction was stirred at room temperature for 2 h. The solvent was removed under reduced pressure. To remove the excess oxalyl chloride the residue was dissolved in benzene and the solvent removed under reduced pressure to give 3-butyl-benzofuran-2-carbonyl chloride, which was immediately used in step 2 without additional purification.

Aufarbeitung

  1. additionwas added
  2. customThe solvent was removed under reduced pressure
  3. customTo remove the excess oxalyl chloride the residue
  4. dissolutionwas dissolved in benzene
  5. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4620a0c77b894392b254633f88f49861
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06589970B2

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