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Chemical Structure| 1370618-92-0 Chemical Structure| 1370618-92-0

Structure of 1370618-92-0

Chemical Structure| 1370618-92-0

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Product Details of [ 1370618-92-0 ]

CAS No. :1370618-92-0
Formula : C19H13FO
M.W : 276.30
SMILES Code : O=CC1=CC=C(C2=CC=C(C3=CC=C(F)C=C3)C=C2)C=C1

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Application In Synthesis of [ 1370618-92-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1370618-92-0 ]

[ 1370618-92-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 50670-58-1 ]
  • [ 1765-93-1 ]
  • [ 1370618-92-0 ]
YieldReaction ConditionsOperation in experiment
76% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In methanol; water; toluene;Inert atmosphere; Reflux; General procedure: To a solution of bromobiphenylaldehyde (6, 260 mg, 1 mmol) and various phenyl boronic acids (7a-j, 1 mmol) in 2 M aqueous sodium carbonate (2 mL) and toluene/ethanol (9:3 mL) is added a catalytic amount (0.4% mol) of tetrakis-triphenylphosphine palladium, and the mixture was reflux under argon atmosphere for 2-3 h. After completion of reaction, the suspension is cooled and extracted with ethyl acetate (3 × 30 mL) and the organic phase was washed with water and brine, dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure to get the crude product. This residue was further purified by column chromatography using ethyl acetate and hexane to afford the pure terphenylaldehydes (8).
74% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In ethanol; water; toluene;Inert atmosphere; Reflux; To a solution of bromobiphenyl aldehyde 11 (390 mg, 1.5 mmol) and 4-fluoro phenyl boronic acid 12a (209.8 mg, 1.5 mmol) in 2 M aqueous sodium carbonate (2 mL) and toluene/ethanol (12:4 mL) is added a catalytic amount (0.4 mol %) of tetrakis-triphenylphosphine palladium, and the mixture was heated to reflux under argon atmosphere for 3-4 h. After completion of the reaction, the reaction mixture is cooled to room temperature and extracted with ethyl acetate (3 x 30 mL) and the organic phase was extracted with water and brine solution, dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure to get the crude product. This crude product was further purified by column chromatography (10% ethyl acetate and hexane) to afford the pure terphenyl aldehydes (13a) as a white solid in 310 mg, 74% yield; mp: 135-136 C; 1H NMR (300 MHz, CDCl3): δ 7.12-7.19 (m, 2H), 7.57-7.73 (m, 6H), 7.78 (d, 2H, J = 8.3 Hz), 7.96 (d, 2H, J = 8.3 Hz), 10.06 (s, 1H); (ESI) MS: m/z 277 (M+H)+.
 

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