Oxalyl chloride → 3-(4-Nitrophenyl)propionyl chloride

HRID 356474

Reaktionsgleichung

Reaktionsgleichung von HRID 356474
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]([OH:14])=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(Cl)(=O)C([Cl:18])=O>C(Cl)Cl.CN(C=O)C>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]([Cl:18])=[O:14])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Komponenten

5

Edukt 2

HCID 65578Oxalyl chlorideHCID 855263-(4-Nitrophenyl)propanoic acid

Produkt 1

HCID 147973603-(4-Nitrophenyl)propionyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3-(4-Nitrophenyl)propanoic acid prepared in Example DD (12.5 g, 64 mmol) was suspended in CH2Cl2 (300 mL) and treated with oxalyl chloride (7.4 mL, 85 mmol) and DMF (5 drops). The solution was stirred overnight at room temperature. The solution was concentrated, and the residue was dissolved in CH2Cl2 and re-concentrated. The crude product was used as is in the next step.

Aufarbeitung

  1. concentrationThe solution was concentrated
  2. dissolutionthe residue was dissolved in CH2Cl2
  3. concentrationre-concentrated

Quellen und Nachweise

ORD-Eintrag
ord-9d995b24aa6f4bc1bc16cc3926527678
Quelldatensatz
uspto-grants-1998_11
Patentnummer
US05834506

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