![](/CAS/20180703/GIF/21900-40-3.gif)
5-chloro-2-methylbenzoyl chloride synthesis
- Product Name:5-chloro-2-methylbenzoyl chloride
- CAS Number:21900-40-3
- Molecular formula:C8H6Cl2O
- Molecular Weight:189.04
![5-Chloro-2-methylbenzoic acid](/CAS/GIF/7499-06-1.gif)
7499-06-1
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![5-chloro-2-methylbenzoyl chloride](/CAS/20180703/GIF/21900-40-3.gif)
21900-40-3
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Yield:21900-40-3 78%
Reaction Conditions:
with thionyl chloride at 20; for 2 h;Reflux;
Steps:
A.x
Synthesis of 4-fiuoro-2-methylbenzoyl chloride:A suspension of 4-fluoro-2-methylbenzoic acid (1.54 g, 10 mmol) in thionyl chloride (10 mL) was heated to reflux for 2h. After this time the mixture was cooled to RT. The excess thionyl chloride was evaporated and the residue was rotovaped twice with toluene (2 x 20 mL) to give 1.74 g crude 6 (3: 1 molar ratio of 6 with toluene, 86% yield) as brown oil. 1H NMR (300 MHz, CDC13) δ 8.32-8.24 (m, 1 H), 7.07-6.95 (m, 2 H), 2.58 (s, 3 H); 13C NMR (75 MHz, CDC13) δ 166.1, 165.6 (d, J = 257 Hz), 145.2 (d, J = 9.5 Hz), 137.1 (d, J= 10 Hz), 128.5, 118.8 (d, J= 22 Hz), 113.5 (d, J= 22 Hz), 22.4.
References:
WO2012/40230,2012,A1 Location in patent:Page/Page column 92-93