Reaktion #2310

ord-bee4694b03554b1caebf7d486567179e

Reaktionsgleichung

CC(=O)c1ccc(O)c(C)c1
4-hydroxy-3-methylacetophenone
COC(=O)CBr
methyl bromoacetate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COC(=O)COc1ccc(C(C)=O)cc1C
methyl 4-acetyl-2-methylphenoxyacetate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe mixture was filtered
  2. 2
    Sonstigethe filtrate evaporated
  3. 3
    Sonstigeto give an oil which
  4. 4
    Sonstigecrystallised

Vorschrift

A mixture of 4-hydroxy-3-methylacetophenone (5 g), methyl bromoacetate (3.70 ml) and anhydrous potassium carbonate (5.52 g) in acetone (100 ml) was stirred for 66 hours. The mixture was filtered and the filtrate evaporated to give an oil which crystallised on standing giving methyl 4-acetyl-2-methylphenoxyacetate, 7.2 g: m.p. 51°-53° C.; NMR (d6DMSO) δ 7.79 (1H, s), 7.77 (1H, d), 6.94(1H,d), 4.93 (2H, s), 3.71 (3H, s), 2.50 (3H, s+DMSO), 2.24 (3H, s).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05728701uspto-grants-1998_03