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Benzoyl chloride, 2-[(2-methylphenoxy)methyl]- synthesis

3synthesis methods
2-(2-methy1phenoxymethy1)benzioc  acid

108475-90-7
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Benzoyl chloride, 2-[(2-methylphenoxy)methyl]-

143211-21-6
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Yield:143211-21-6 93.5%

Reaction Conditions:

with thionyl chloride in toluene;

Steps:

2-(2-Methylphenoxymethyl)benzoyl chloride STR38

2-(2-Methylphenoxymethyl)benzoyl chloride STR38 235.6 9 (1.98 mol) of thionyl chloride were added dropwise to a solution of 435 9 (1.80 mol) of 2-(2-methylphenoxymethyl)benzoic acid in 1.8 1 of toluene at 20° to 25° C. The resulting mixture was heated at 70° C until evolution of gas ceased (about 5 hours) and was then concentrated. The resulting brown oil (product content 92.5 %) crystallized on cooling. Yield: 93.5 %; melting point 48°-51° C. 1 H-NMR (in CDCl3, TMS as internal standard): 2.3 ppm (s,3H); 5.3 ppm (s,2H), 6.7-6.9 ppm (m,2H), 7.0-7.2 ppm (m,2H), 7.4 ppm (t,1H), 7.6 ppm (t,1H), 7.9 ppm (d,1H), 8.3 ppm (d,1H); IR spectrum [cm-1]: 1737, 1495, 1243, 1026, 1185, 1124, 886, 743, 716, 673.

References:

US5221762,1993,A