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CAS No. : | 6201-65-6 | MDL No. : | MFCD06658175 |
Formula : | C6H5ClO2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | SWZVJOLLQTWFCW-UHFFFAOYSA-N |
M.W : | 144.56 | Pubchem ID : | 80331 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With potassium carbonate; In acetone; for 16.0h;Reflux; Inert atmosphere; | General procedure: Similar to the procedure by An et al. [1], to a solution of the catechol (13), resorcinol (8 or 14), or hydroquinone (crude 16, cf. below, or 18) (1.0 equiv) in acetone (0.1 M), potassium carbonate (5.0 equiv) was added and the mixture was stirred for 10 min. Methyl iodide (2.6 equiv) was added and the reaction mixture was stirred under reflux for 16 h. After cooling to room temperature water was added and the mixture was extracted three times with diethyl ether. The combined organic extracts were dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatography on silica gel to afford the pure compounds 4c (from 8), 10b (from 13), 10h (from 14), 10i (from crude 16), and 10k (from 18). 2-Chloro-1,3-dimethoxybenzene (4c): Pale yellow solid (76 mg, 0.44 mmol, 88%). TLC (hexane/ethyl acetate 10:1) Rf 0.38; IR (ATR) 3011 (w), 2966 (w), 2947 (w), 2840 (w), 1594 (m), 1472 (m), 1435 (m), 1299 (m), 1253 (m), 1191 (w), 1174 (w), 1099 (m), 1053 (m), 1025 (m), 849 (w), 764 (m), 709 (m), 654 (m), 597 (m); UV-vis lambdamax (log epsilon) 280 (3.08), 274 (3.10), 230 (3.79) nm. |