Uses
2-Chloro-6-methylphenol is s an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuffs.
Synthesis
GENERAL METHOD: Molten o-cresol or m-cresol (5.41 g, 50.0 mmol), AlCl3 (0.25 g), and catalyst (100 mg) were added to a dry 50 mL round bottom flask. Thionyl chloride (4.66 mL, 57.7 mmol) was added slowly and dropwise over a period of 2 h via a pressure-equilibrated dropping funnel. The reaction mixture was stirred continuously for 2 hours and then the reaction was quenched with 20 mL of water. The reaction mixture was post-treated by drying the crude product to constant weight and subsequently analyzed by quantitative gas chromatography (GC).
References
[1] Synthetic Communications, 2002, vol. 32, # 2, p. 279 - 286
[2] Synlett, 2011, # 11, p. 1537 - 1542
[3] Journal of the Chemical Society, Chemical Communications, 1980, # 1, p. 8 - 9
[4] Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1928, vol. 60, p. 161