2,3,5-Triiodobenzoic acid → 2,3,5-Triiodobenzoyl chloride

HRID 375030

Reaktionsgleichung

Reaktionsgleichung von HRID 375030
[I:1][C:2]1[C:10]([I:11])=[CH:9][C:8]([I:12])=[CH:7][C:3]=1[C:4](O)=[O:5].C(Cl)(=O)C([Cl:16])=O>ClCCl.CN(C=O)C.C1(C)C=CC=CC=1>[I:1][C:2]1[C:10]([I:11])=[CH:9][C:8]([I:12])=[CH:7][C:3]=1[C:4]([Cl:16])=[O:5]

Komponenten

6

Edukt 2

HCID 69482,3,5-Triiodobenzoic acidHCID 65578Oxalyl chloride

Produkt 1

HCID 27608062,3,5-Triiodobenzoyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6228DimethylformamideKatalysatorHCID 1140TolueneLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A mixture of 15.0 g (30.0 mmol) of 2,3,5-triiodobenzoic acid and 19.0 g (150 mmol) of oxalyl chloride in 60 ml of dry dichloromethane was placed under nitrogen and cooled to 0° C. Two drops of dry DMF were added, the ice bath was removed and the resulting suspension was stirred at room temperature for 1.5 hrs. The resulting brown solution was concentrated in vacuo to produce a tan solid. The solid was dissolved in 30 ml of dry toluene and was concentrated in vacuo. The toluene concentration was repeated two more times to yield 2,3,5-triiodobenzoyl chloride as a tan solid.

Aufarbeitung

  1. customthe ice bath was removed
  2. concentrationThe resulting brown solution was concentrated in vacuo
  3. customto produce a tan solid
  4. concentrationwas concentrated in vacuo
  5. concentrationThe toluene concentration

Quellen und Nachweise

ORD-Eintrag
ord-1597f145b8304576ab4ccfc670b2f5fc
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05484585

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