2'-Fluoro-3'-methylacetophenone

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2'-Fluoro-3'-methylacetophenone Basic information
Product Name:2'-Fluoro-3'-methylacetophenone
Synonyms:2'-Fluoro-3'-methylacetophenone;1-(2-Fluoro-3-methylphenyl)ethanone;Ethanone, 1-(2-fluoro-3-methylphenyl)-;1-(2-fluoro-3-methylphenyl)ethan-1-one
CAS:865664-05-7
MF:C9H9FO
MW:152.17
EINECS:
Product Categories:
Mol File:865664-05-7.mol
2'-Fluoro-3'-methylacetophenone Structure
2'-Fluoro-3'-methylacetophenone Chemical Properties
storage temp. Sealed in dry,Room Temperature
form liquid
color Clear, faint khaki
Safety Information
HS Code 2914790090
MSDS Information
2'-Fluoro-3'-methylacetophenone Usage And Synthesis
Synthesis
Benzamide, 2-fluoro-N-methoxy-N,3-dimethyl-

680610-60-0

Methylmagnesium Bromide

75-16-1

2'-Fluoro-3'-methylacetophenone

865664-05-7

Methylmagnesium bromide (3.0 M, dissolved in ethyl ether (Et2O), 1.82 L, 5.48 mol) was added slowly and dropwise to a tetrahydrofuran (THF, 2.7 L) solution of compound 456A (270 g, 1.37 mol) at -78 °C. The reaction mixture was stirred continuously at -78°C for 1 hour. Subsequently, the reaction was quenched with saturated aqueous ammonium chloride solution (5.0 L) and extracted with ethyl acetate (EtOAc, 2 x 5.0 L). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product obtained was purified by silica gel column chromatography with the eluent being a hexane solution of 10% ethyl acetate to give the final target product 1-(2-fluoro-3-methylphenyl)ethanone (Compound 456B, 200 g, 96% yield). The structure of the product was confirmed by 1H NMR (400 MHz, chloroform-d): δ 7.68-7.64 (m, 1H), 7.37-7.34 (m, 1H), 7.09 (t, J=7.0 Hz, 1H), 2.64 (s, 3H), 2.32 (s, 3H).

References[1] Patent: WO2016/22724, 2016, A1. Location in patent: Page/Page column 332
2'-Fluoro-3'-methylacetophenone Preparation Products And Raw materials
Raw materialsBenzamide, 2-fluoro-N-methoxy-N,3-dimethyl--->2-Fluoro-3-methylbenzoic acid-->Methylmagnesium Bromide
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