Acetone → Methyl 4-acetyl-3-methylphenoxyacetate

HRID 266735Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9]([CH3:11])=[O:10].[C:12](=O)([O-])[O-:13].[K+].[K+].C[C:19]([CH3:21])=[O:20]>>[C:9]([C:3]1[CH:4]=[CH:5][C:6]([O:8][CH2:21][C:19]([O:13][CH3:12])=[O:20])=[CH:7][C:2]=1[CH3:1])(=[O:10])[CH3:11]

Participants

Reactant 3

HCID 180Acetone

HCID 11430Potassium Carbonate

HCID 701334-Hydroxy-2-methylacetophenone

Product 1

HCID 18918401Methyl 4-acetyl-3-methylphenoxyacetate

Procedure

A mixture of 4-hydroxy-2-methylacetophenone (4.8 g), anhydrous potassium carbonate (5.3 g) and methyl brDmoacetate (3.55 ml) in anhydrous acetone (100 ml) was stirred for 2 days. The mixture, after filtration and evaporation of the solvent, gave methyl 4-acetyl-3-methylphenoxyacetate, 6.6 g, as a crystalline solid: m.p. 49°-50° C.; NMR (d6DMSO) δ 7.84 (1H, d), 6.83 (2H, m), 4.87 (2H, s), 3.71 (3H, s), 2.50 (3H, s), 2.45 (3H, s).

Workup

filtrationThe mixture, after filtration and evaporation of the solvent

Sources & evidence

ORD record: ord-905a2284465946e2a4495f7b48209b3b
Source dataset: uspto-grants-1997_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05652242

Reaction notes

Loading…