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1,5-Diphenyl-2-pentene synthesis

5synthesis methods
Phosphonic acid, (2-phenylethyl)-, monomethyl ester (9CI)

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1,5-Diphenyl-2-pentene

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Yield:-

Steps:

Multi-step reaction with 4 steps
1.1: 62 percent / CH2Cl2; cyclohexane / 16 h
2.1: n-BuLi / tetrahydrofuran; various solvent(s) / 0.25 h / -78 °C
2.2: tetrahydrofuran; various solvent(s) / 1 h / -78 °C
2.3: 53 percent / NH4Cl / tetrahydrofuran; various solvent(s); H2O / -78 - 20 °C
3.1: 4 M HCl / methanol; dioxane / 2 h
4.1: DIC / CHCl3 / 48 h / 20 °C

References:

Reichwein, John F.;Pagenkopf, Brian L. [Journal of Organic Chemistry,2003,vol. 68,# 4,p. 1459 - 1463]