Tetrahydrofuran → 4-Formylbenzoyl chloride

HRID 13534

Reaktionsgleichung

Reaktionsgleichung von HRID 13534
[C:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1)(O)=[O:2].O1CCCC1.C(Cl)(=O)C([Cl:20])=O>>[CH:8]([C:7]1[CH:10]=[CH:11][C:4]([C:1]([Cl:20])=[O:2])=[CH:5][CH:6]=1)=[O:9]

Komponenten

4

Edukt 3

HCID 8028TetrahydrofuranHCID 120884-Formylbenzoic acidHCID 65578Oxalyl chloride

Produkt 1

HCID 124246204-Formylbenzoyl chloride

Reaktionsbedingungen

Temperatur
2.5 °C

Versuchsvorschrift

To a thin suspension of 4-carboxybenzaldehyde (600 g, 3.92 mol) in tetrahydrofuran (2664 g, 36.57 mol) was added dimethylformadehyde (11.48 g, 0.16 mol) and the reaction mixture was cooled to 0-5° C. with an ice bath. The reaction mixture was then stirred at 0° C. while oxalyl chloride (608.69 g, 4.70 mol) was added slowly. The reaction mixture was stirred until it was deemed complete by 1HNMR to yield the title compound. The reaction mixture was used in the next step without further manipulation.

Aufarbeitung

  1. additionwas added dimethylformadehyde (11.48 g, 0.16 mol)
  2. additionwas added slowly

Quellen und Nachweise

ORD-Eintrag
ord-11c8be357cc7419c80cf8a2b182ca001
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728129B2

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