ChemicalBook CAS DataBase List 1-PHENYL-4-METHYL-1-PENTYN-3-OL

1-PHENYL-4-METHYL-1-PENTYN-3-OL synthesis

4synthesis methods

Product Name:1-PHENYL-4-METHYL-1-PENTYN-3-OL
CAS Number:1966-65-0
Molecular formula:C12H14O
Molecular Weight:174.24

591-50-4 Synthesis

591-50-4
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1966-65-0
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Yield:-

Reaction Conditions:

with bis-triphenylphosphine-palladium(II) chloride;copper(l) iodide;triethylamine;triphenylphosphineInert atmosphere;Sealed flask;Heating;

Steps:

General Procedure for the Palladium-Catalyzed Formation of Compounds 1:

General procedure: 2-methyl-4-phenylbut-3-yn-2-ol (1a): Into a dry Et3N solution (5 ml) containing iodobenzene (5.0 mmol), 2-methylbut-3-yn-2-ol (6.0 mmol) and triphenylphosphine (4 mol %), CuI (5 mol %) was added and the reaction mixture was stirred for 2 min. After the solution was purged with nitrogen for half an hour, PdCl2(PPh3)2 (0.5 mol %) was added and the flask was flushed with N2, sealed and allowed to stir at 50°C for 4 h. The resulting reaction mixture was concentrated under vacuum The residue was purified through column chromatography (silica gel, hexane/ethyl acetate as eluent) to afford a yellow oil.

References:

Zhou, Chao;Chen, Xiaopeng;Lu, Ping;Wang, Yanguang [Tetrahedron,2012,vol. 68,# 13,p. 2844 - 2850] Location in patent:supporting information; experimental part

536-74-3 Synthesis