Thionyl Chloride → 3-Methoxy-4-(2-propynyloxy)benzoyl chloride

HRID 602015

Reaktionsgleichung

Reaktionsgleichung von HRID 602015
[CH2:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][C:6]=1[O:14][CH3:15])[C:2]#[CH:3].S(Cl)([Cl:18])=O>CN(C=O)C.C1(C)C=CC=CC=1>[CH2:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([Cl:18])=[O:10])=[CH:7][C:6]=1[O:14][CH3:15])[C:2]#[CH:3]

Komponenten

5

Edukt 2

HCID 24386Thionyl ChlorideHCID 131214803-Methoxy-4-(prop-2-ynyloxy)benzoic acid

Produkt 1

HCID 574456713-Methoxy-4-(2-propynyloxy)benzoyl chlorideAusbeute 84,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

To 100 ml of toluene were added 12.0 g of 4-(2-propynyloxy)-3-methoxybenzoic acid, 9.0 g of thionyl chloride and 50 mg of DMF, and the mixture obtained was heated under reflux for 3 hours. Then, the reaction mixture was concentrated. The solid obtained was washed with hexane to obtain 11.0 g of 4-(2-propynyloxy)-3-methoxybenzoyl chloride represented by the formula.

Aufarbeitung

  1. customthe mixture obtained
  2. temperaturewas heated
  3. temperatureunder reflux for 3 hours
  4. concentrationThen, the reaction mixture was concentrated
  5. customThe solid obtained
  6. washwas washed with hexane

Quellen und Nachweise

ORD-Eintrag
ord-c4844b0198954552a6ae17f7c6d001e8
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902400B2

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