4-BENZYLOXY-3-METHOXYACETOPHENONE Chemical Properties

Melting point:

85-87°C

Boiling point:

396.5±27.0 °C(Predicted)

Density 

1.115±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Acetonitrile (Slightly), Dichloromethane (Slightly), DMSO (Slightly, Heated)

form 

Solid

color 

White to Off-White

BRN 

1885776

Safety Information

Safety Statements 

22-24/25

RTECS 

AM5966000

MSDS

• Language:English Provider:ALFA

4-BENZYLOXY-3-METHOXYACETOPHENONE Usage And Synthesis

Chemical Properties

Pale Yellow Solid

Uses

Intermediate in the preparation of Epinephrine metabolites

Synthesis

The general procedure for the synthesis of 4-benzyloxy-3-methoxyacetophenone from benzyl bromide and vanillylacetophenone was as follows: 4-hydroxy-3-methoxyacetophenone (40 g, 240 mmol), benzyl bromide (31.4 mL, 260 mmol), and potassium carbonate (99.6 g, 360 mmol) were dissolved in N,N-dimethylformamide (DMF, 800 mL) and the reaction The mixture was heated to 40 °C and stirred overnight. After completion of the reaction, the mixture was cooled to room temperature, poured into ice water and the solid product precipitated was collected by filtration. The solid product was washed with water and dried to give 1-(4-benzyloxy-3-methoxyphenyl)ethanone (61 g, 99% yield).

References

[1] Patent: WO2005/30140, 2005, A2. Location in patent: Page/Page column 198
[2] Journal of Agricultural and Food Chemistry, 2017, vol. 65, # 19, p. 3965 - 3974
[3] Patent: WO2006/108059, 2006, A1. Location in patent: Page/Page column 87
[4] Patent: WO2005/30140, 2005, A2. Location in patent: Page/Page column 198
[5] Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 3, p. 675 - 683

4-BENZYLOXY-3-METHOXYACETOPHENONE(1835-11-6)Related Product Information

• 4-BENZYLOXY-3-METHOXYBENZOIC ACID
• 4-BENZYLOXY-3-METHOXYBENZYL ALCOHOL
• 4-BENZYLOXY-3-METHOXYACETOPHENONE
• 3-Methoxyacetophenone
• 3',4'-DIBENZYLOXY-1-PHENYLPROPIOPHENONE
• 3',4'-DIBENZYLOXYACETO-D3-PHENONE
• 2-AMINO-3',4'-DIBENZYLOXYPROPIOPHENONE, HYDROCHLORIDE
• 4'-BENZYLOXY-2'-METHOXYACETOPHENONE,4-BENZYLOXY-2-METHOXYACETOPHENONE
• AURORA 2179
• AURORA 2642
• AURORA 2604
• 1-(4-[(4-CHLOROBENZYL)OXY]-3-METHOXYPHENYL)ETHANONE
• AURORA 3086
• 1-(4-[(2-CHLOROBENZYL)OXY]-3-METHOXYPHENYL)ETHANONE
• AURORA 1963
• AURORA 2180
• AURORA 2007
• 1,2-BIS(BENZYLOXY)ANTHRAQUINONE