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With hydrogen bromide; In water; at 85 - 90℃; for 6h;
Preparation of 3-methylcatechol from 2-methoxy-6-methylcatechol:[00104] To a 250 ml of flask <strong>[2896-67-5]2-methoxy-6-methylphenol</strong> (5.0 g, 36.2 mmol) is charged along with 40 ml of a 48% aqueous hydrobromic acid solution. The mixture is heated to 85- 90 C for 6 hours. After cooling to room temperature, the mixture was extracted with ethyl acetate. The ethyl acetate extract is washed with water and brine, and then dried over magnesium sulfate. After filtration, the filtrate is concentrated, and dried in vacuo to yield 4.1 g (91.3%) of the product as a yellowish liquid. NMR: 6.71 (s, 3H), 5.20 (br.s, 2H), 2.25 (s, 3H).
5-((4-chlorophenyl)sulfonyl)-3-methylbenzene-1,2-diol[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
89%
With laccase from Trametes versicolor; oxygen; In aq. phosphate buffer; at 20℃; for 23h;pH 5.0;Green chemistry; Enzymatic reaction;
General procedure: In a 50 mL, round-bottom flask, the phosphate buffer solution (15 mL, 0.10 M, pH = 5.0) and hydroquinone or catechol derivatives (1 mmol) were mixed together. Next, the laccase (40 U, 75.5 mg) and sodium benzenesulfinate (1 mmol) were added, and the reaction mixture stirred under air at room temperature for 18-24 h (TLC). After completion, the reaction mixture was extracted by ethyl acetate (5×10 mL) and the organic phase evaporated. The precipitated solid was crystallized by water/acetone mixture (80:20) and the products characterized by 1H-NMR, 13C-NMR, FT-IR, and mass spectrometry which the data were consistent with those reported in the literature.
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