4-FLUORO-2-METHOXYACETOPHENONE Chemical Properties

Melting point:

51 °C

Boiling point:

228.4±20.0 °C(Predicted)

Density 

1.127±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

crystalline powder

color 

White

BRN 

2251986

CAS DataBase Reference

51788-80-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

HS Code 

2914500090

MSDS

• Language:English Provider:ALFA

4-FLUORO-2-METHOXYACETOPHENONE Usage And Synthesis

Uses

4''-Fluoro-2''-methoxyacetophenone

Preparation

Preparation by reaction of methyl iodide with 4-fluoro-2-hydroxyacetophenone in the presence of potassium carbonate,
? in DMSO at r.t. for 1 h (100%);
? in acetone (97%).

Synthesis

4-Fluoro-2-hydroxyacetophenone (12.0 g, 77.9 mmol) was reacted with iodomethane (6.38 ml, 101 mmol) and potassium carbonate (14.0 g, 101 mmol) in acetonitrile (200 ml) at 75 °C for 8 hours. After completion of the reaction, the mixture was cooled to room temperature, filtered and concentrated under reduced pressure to remove the solvent. To the residue was added fresh acetonitrile (150 ml), iodomethane (2 ml, 32 mmol) and potassium carbonate (4 g, 29 mmol) and the reaction was continued at 75°C for 3 hours. The reaction mixture was concentrated, diluted by adding ethyl acetate (100 ml), filtered and the solvent was evaporated under reduced pressure to give 4-fluoro-2-methoxyacetophenone (13.5 g, 100% yield). Mass spectral data: m/z 168 (M+, 11), 153 (base peak), 110 (23), 95 (21), 82 (12).

References

[1] Journal of Medicinal Chemistry, 2004, vol. 47, # 15, p. 3823 - 3842
[2] Patent: WO2009/133110, 2009, A1. Location in patent: Page/Page column 38
[3] Journal of Medicinal Chemistry, 1988, vol. 31, # 8, p. 1590 - 1595
[4] Journal of Medicinal Chemistry, 2014, vol. 57, # 4, p. 1583 - 1598
[5] Journal of Medicinal Chemistry, 1999, vol. 42, # 20, p. 4150 - 4160

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