Potassium Iodide → Methyl 4-(2-oxopropoxy)benzoate

HRID 1906955Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1906955
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.Cl[CH2:13][C:14](=[O:16])[CH3:15].[I-].[K+]>CC(C)=O>[C:6]([C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:13][C:14](=[O:16])[CH3:15])=[CH:11][CH:10]=1)([O:8][CH3:9])=[O:7]

Komponenten

5

Edukt 3

HCID 4875Potassium IodideHCID 6571ChloroacetoneHCID 7456Methylparaben

Produkt 1

HCID 21832186Methyl 4-(2-oxopropoxy)benzoateAusbeute 188,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of methyl 4-hydroxybenzoate (30.4 g), chloroacetone (8.5 g) potassium carbonate (54 g) and potassium iodide (33.3 g) was refluxed in acetone for 4 hours. The reaction mixture was cooled, the solids filtered and the solvent evaporated. The residue was partitioned between water and ether, the layers separated and the organic layer dried (MgSO4). Removal of the solvent gave the title compound (36 g). τ(CDCl3) 7.75 (3H, s), 6.11 (3H, s) 5.39 (2H, s), 3.09 (2H, d, J=9 Hz), 2.0 (2H, d, J=9 Hz).

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. filtrationthe solids filtered
  3. customthe solvent evaporated
  4. customThe residue was partitioned between water and ether
  5. customthe layers separated
  6. dry with materialthe organic layer dried (MgSO4)
  7. customRemoval of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-85bce889f6c842a8a0189ad54c0bfe59
Quelldatensatz
uspto-grants-1987_03
Patentnummer
US04654371

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