Benzene, 4-cyclopropyl-2-fluoro-1-nitro- synthesis
- Product Name:Benzene, 4-cyclopropyl-2-fluoro-1-nitro-
- CAS Number:932700-92-0
- Molecular formula:C9H8FNO2
- Molecular Weight:181.16
321-23-3
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Yield: 98.36%
Reaction Conditions:
with potassium phosphate;palladium diacetate;tricyclohexylphosphine in toluene at 80; for 5 h;Inert atmosphere;
Steps:
109 Synthesis of compound 109.1
To a solution of 2-fluoro-4-bromonitrobenzene (l .Og, 4.55mmol, l .Oeq) in mixture of toluene (12mL) and water (5mL) were added cyclopropyl boronic acid (0.5 lg, 5.91mmol, 1.3eq) and potassium carbonate (1.25g, 9.1mmol, 2.0eq). The reaction mixture was degassed for 10 min under argon atmosphere, and palladium acetate (0.102g, 0.455mmol, O. leq) and Tricyclohexylphosphine (0.255g, 0.91mmol, 0.2eq) were added. Reaction mixture was again degassed for 10 min and stirred at 80°C for 5h. After completion of reaction, reaction mixture was transferred into water and extracted with ethyl acetate. Organic layer was combined, dried over sodium sulphate and concentrated under reduced pressure to obtain crude material. This was further purified by column chromatography and compound was eluted in 10% ethyl acetate in hexane as eluent to obtain 109.1. (0.81g, 98.36%). MS(ES): m/z 182.17 [M+H]+
References:
NIMBUS LAKSHMI, INC.;GREENWOOD, Jeremy Robert;HARRIMAN, Geraldine C.;LEIT DE MORADEI, Silvana Marcel;MASSE, Craig E.;MCLEAN, Thomas H.;MONDAL, Sayan WO2018/71794, 2018, A1 Location in patent:Paragraph 00593; 00594
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