Thionyl Chloride → 3,5-Dimethoxy-4-(2-propynyloxy)benzoyl chloride

HRID 602012Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 602012
[CH2:1]([O:4][C:5]1[C:13]([O:14][CH3:15])=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][C:6]=1[O:16][CH3:17])[C:2]#[CH:3].S(Cl)([Cl:20])=O>CN(C=O)C.C1(C)C=CC=CC=1>[CH2:1]([O:4][C:5]1[C:13]([O:14][CH3:15])=[CH:12][C:8]([C:9]([Cl:20])=[O:10])=[CH:7][C:6]=1[O:16][CH3:17])[C:2]#[CH:3]

Komponenten

5

Edukt 2

HCID 24386Thionyl ChlorideHCID 131214813,5-Dimethoxy-4-[(prop-2-yn-1-yl)oxy]benzoic acid

Produkt 1

HCID 574456693,5-Dimethoxy-4-(2-propynyloxy)benzoyl chlorideAusbeute 85,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

To 100 ml of toluene were added 13.0 g of 4-(2-propynyloxy)-3,5-dimethoxybenzoic acid, 9.5 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 12.0 g of 4-(2-propynyloxy)-3,5-dimethoxybenzoyl 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-f63dacc09c7d4a4f95a8a975ee2a7d75
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902400B2

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