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ChemicalBook CAS DataBase List Allylbenzene

Allylbenzene synthesis

12synthesis methods
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Yield:300-57-2 88%

Reaction Conditions:

with bis(acetylacetonate)nickel(II);diethylzinc in 1,2-dimethoxyethane;hexane at 80; for 48 h;Inert atmosphere;

Steps:

Procedure for the Ni-catalyzed deoxygenation of oxirane:
General procedure: Ethyl cinnamate (2a)2: To a solution of Ni(acac)2 (25.7 mg, 0.1 mmol) in dry THF (3 mL) were successively added ethyl 3-phenylglycidate (192 mg, 1 mmol) and diethylzinc (2.4 mmol, 1.0 M hexane solution) via syringe under argon atmosphere. The mixture was stirred at ambient temperature for 48 h. The mixture was diluted with 30 mL of CH2Cl2 and washed with sat. NH4Cl aq. and then brine. The organic layer was dried over MgSO4 and concentrated in vacuo and the residual oil was subjected to column chromatography over silica gel (hexane/EtOAc = 4/1 v/v) to give 2a (164 mg, 93%,

References:

Mori, Takamichi;Takeuchi, Yoshihito;Hojo, Makoto [Tetrahedron Letters,2020,vol. 61,# 8,art. no. 151518] Location in patent:supporting information

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