1-(2-Phenylethyl)pyridiniumbromide synthesis
- Product Name:1-(2-Phenylethyl)pyridiniumbromide
- CAS Number:6324-18-1
- Molecular formula:
- Molecular Weight:0
Yield:6324-18-1 98%
Reaction Conditions:
in para-xylene at 155 - 160; for 2 h;
Steps:
1-Phenethyl-1,2,3,6-tetrahydropyridine (6c).
The pyridinium salt 1-(2-phenylethylpyridinium bromide) was synthesized according to an established protocol.2 A mixture of pyridine (4.83 g, 61 mmol) and 1-(2-bromoethyl)benzene (11.1 g, 60 mmmol) in p-xylene (18 mL) was stirred and heated to 155-160 °C for 2h. After cooling, the solidified mass was crushed, filtered and washed with MTBE. The dried pyridinium salt (15.5 g, 98%) was dissolved in EtOH (80 mL) and partially reduced following the representative procedure for 6a, by using NaBH4 (4.1 g, 108 mmol) to provide 6c [6.87 g, 62%, calculated to 1-(2-bromoethyl)benzene], as a colourless oil.
References:
Scheunemann, Matthias;Hennig, Lothar;Funke, Uta;Steinbach, J?rg [Tetrahedron,2011,vol. 67,# 19,p. 3448 - 3456] Location in patent:supporting information; experimental part
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