Dimethylformamide → 5-Bromo-2-chlorobenzoyl chloride

HRID 628747

Reaktionsgleichung

Reaktionsgleichung von HRID 628747
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:11])=[C:6]([CH:10]=1)[C:7](O)=[O:8].CN(C)C=O.C(Cl)(=O)C([Cl:20])=O>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:11])=[C:6]([CH:10]=1)[C:7]([Cl:20])=[O:8]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 331275-Bromo-2-chlorobenzoic acidHCID 65578Oxalyl chloride

Produkt 1

HCID 27568715-Bromo-2-chlorobenzoyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

5-bromo-2-chlorobenzoic acid (270 g, 1.15 mol) was suspended in methylene chloride (2700 mL). To the resulting mixture was added N,N-dimethylformamide (1 mL), and then added dropwise oxalyl chloride (288 mL, 3.46 mol) at 0° C. After the completion of dropwise addition, the mixture was warmed up to 20° C. and reacted for 3 h. The reaction mixture became clear, and TLC (Thin layer chromatography) indicated the completion of reaction. The reaction mixture was evaporated by rotation at 30-35° C. to produce a product, which was directly used in the next reaction.

Aufarbeitung

  1. additionAfter the completion of dropwise addition
  2. customreacted for 3 h
  3. customthe completion of reaction
  4. customThe reaction mixture was evaporated by rotation at 30-35° C.
  5. customto produce a product, which
  6. customwas directly used in the next reaction

Quellen und Nachweise

ORD-Eintrag
ord-e9be972e62c74cf48dc1518e81e7413a
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09315438B2

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