Oxalyl chloride → 2,3-Dihydro-1-benzofuran-7-carbonyl chloride

HRID 844573

Reaktionsgleichung

Reaktionsgleichung von HRID 844573
[O:1]1[CH2:5][CH2:4][C:3]2[CH:6]=[CH:7][CH:8]=[C:9]([C:10]([OH:12])=O)[C:2]1=2.C(Cl)(=O)C([Cl:16])=O>ClCCl.CN(C)C=O>[O:1]1[CH2:5][CH2:4][C:3]2[CH:6]=[CH:7][CH:8]=[C:9]([C:10]([Cl:16])=[O:12])[C:2]1=2

Komponenten

5

Edukt 2

HCID 65578Oxalyl chlorideHCID 27950142,3-Dihydro-1-benzofuran-7-carboxylic acid

Produkt 1

HCID 27950162,3-Dihydro-1-benzofuran-7-carbonyl chlorideAusbeute 98,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2,3-Dihydrobenzo[b]furan-7-oic acid (3 g) (see Preparation 32) was suspended in anhydrous dichloromethane (30 ml) and oxalyl chloride (3.5 g) added, followed by addition of dimethylformamide (3 drops). The mixture was stirred at room temperature for 2.5 hours, the solvent then removed under reduced pressure, the resulting residue dissolved in dichloromethane and the solvent removed under reduced pressure. The residue was again dissolved in dichloromethane and the solvent removed under reduced pressure to give 2,3-dihydrobenzo[b]furan-7-oyl chloride as a pink solid (3.3 g).

Aufarbeitung

  1. customthe solvent then removed under reduced pressure
  2. dissolutionthe resulting residue dissolved in dichloromethane
  3. customthe solvent removed under reduced pressure
  4. dissolutionThe residue was again dissolved in dichloromethane
  5. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1f85b15f8e274e999f0c849357aa9b83
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06380396B1

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