4-(Dichloromethyl)anisole synthesis

10synthesis methods

Product Name:4-(Dichloromethyl)anisole
CAS Number:21185-25-1
Molecular formula:C8H8Cl2O
Molecular Weight:191.05

123-11-5 Synthesis

123-11-5
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Yield:21185-25-1 95%

Reaction Conditions:

with polystyrene supported chloro diphenylphsophonium chloride in chloroform at 60; for 18 h;Appel Halogenation;

Steps:

Typical procedure for the deoxychlorination and dehydration reactions

General procedure: To asuspension of PSP Cl or PSP Br (6 equiv) in CHCl3 or DCE (20 mL) was added the appropriate substrate(s) e.g. alcohol/aldehyde/epoxide/oxime/carboxylicacid/amine (1 equiv). The mixture was heated at either 60°C (CHCl3 reactions) or 75°C (DCE reactions) for 18 h. The reaction mixture was filtered and the filter cake washed with CH2Cl2 (2 10 mL). The solvent was removed in vacuo to afford the corresponding products, which were either judged pure by 1H NMR analysis of the crude reaction product or were purified via normal phase silica gel flash column chromatography eluting with a Et2O/petroleum ether 40-60 solvent mixture. The recovered polymer could be reused without anyfurther manipulation.

References:

Tang, Xiaoping;An, Jie;Denton, Ross M. [Tetrahedron Letters,2014,vol. 55,# 4,p. 799 - 802]