1-benzyl-2-phenyl-benzene synthesis

11synthesis methods

Product Name:1-benzyl-2-phenyl-benzene
CAS Number:606-97-3
Molecular formula:C19H16
Molecular Weight:244.33

23450-18-2
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100-59-4 Synthesis

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606-97-3
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Yield: 15%

Reaction Conditions:

with nickel dichloride;tricyclohexylphosphine in tetrahydrofuran at 0; for 2 h;

Steps:

2-Benzyl-1,1′-biphenyl (4)
NiCl2 (13.1 mg, 0.101 mmol), Cy3P (57.7 mg, 0.202 mmol) and 3a (0.5g, 2.02 mmol) were stirred for 10 min in anhydrous THF (4 mL). Asolution of phenylmagnesium chloride (1.52 mL, 3.04 mmol, 2.0 M) inTHF was added dropwise at 0 °C with vigorous stirring and the resultantmixture stirred for a further 2 h. The reaction was quenched withsat. aq NH4Cl (20 mL) at 0 °C, extracted with Et2O (3 × 10 mL), dried(MgSO4) and the solvent removed under reduced pressure to afford 4;yield: 74.3 mg (15%); white solid.1H NMR (400 MHz, CDCl3): δ = 7.21-7.42 (m, 12 H, ArH), 7.00 (d, J =7.4 Hz, 2 H, ArH), 3.98 (s, 2 H, ArCH2).13C NMR (100 MHz, CDCl3): δ = 39.18, 125.91, 126.30, 127.61, 128.17,128.37, 129.00, 129.44, 130.26, 130.44, 138.34, 141.59, 141.79,142.40.

References:

Bedford, Robin B.;Gallagher, Timothy;Pye, Dominic R.;Savage, William [Synthesis,2015,vol. 47,# 12,art. no. SS-2014-C0739-ST,p. 1761 - 1765]

13326-10-8 Synthesis