4-CYANOPHENYL CYCLOPENTYL KETONE synthesis
- Product Name:4-CYANOPHENYL CYCLOPENTYL KETONE
- CAS Number:144979-13-5
- Molecular formula:C13H13NO
- Molecular Weight:199.25
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Yield:-
Reaction Conditions:
Stage #1: 4-bromobenzenecarbonitrilewith isopropylmagnesium bromide in tetrahydrofuran at -30; for 0.5 h;Inert atmosphere;
Stage #2: N-Cyclopentanecarbonyl-N,O-dimethylhydroxylamine in tetrahydrofuran at -30 - 30; for 16 h;
Steps:
General procedure for the synthesis of E2
General procedure for the synthesis of E2To a stirred solution of 4-bromobenzonitrile (1.40 g, 7.69 mmol) in anhydrous THF (15 mL) was added i-PrMgBr (19.2 mL, 19.2 mmol, 1 M in THF) dropwise at -30 °C under N2 atmosphere. Then the mixture was stirred at -30 °C under N2 atmosphere for 30 minutes. A solution of El (1.00 g, 6.37 mmol) in anhydrous THF (5 mL) was added dropwise at -30 °C. The reaction solution was allowed to warm to 30 °C and stirred at 30 °C for 16 hours. The reaction solution was quenched by saturated NH4C1 solution (15 mL) at 0 °C. The organic phase was separated, concentrated under reduced pressure. The residue was purified by Combi Flash (PE: EtOAc= 10: 1) to afford E2.
References:
WO2016/16421,2016,A1 Location in patent:Page/Page column 44; 45
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