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CAS No. : | 89-84-9 | MDL No. : | MFCD00002279 |
Formula : | C8H8O3 | Boiling Point : | - |
Linear Structure Formula : | HOC6H3(OH)(C(O)CH3) | InChI Key : | SULYEHHGGXARJS-UHFFFAOYSA-N |
M.W : | 152.15 | Pubchem ID : | 6990 |
Synonyms : |
Resacetophenone;1-?(2,?4-?Dihydroxyphenyl)?ethanone;4-Acetylresorcinol;2,4-Dihydroxyacetophenone
|
Chemical Name : | 2,4-Dihydroxyacetophenone |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
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 |
---|---|---|
With hydrogenchloride; In toluene; | EXAMPLE 31 304 g of 2,4-dihydroxy-acetophenone and 142 g of pyrrolidine are stirred in 1 l of toluene. 320 g of 1-N-pyrrolidinyl-cyclohexane are then added and the mixture is stirred for 3 hours at 25 and then for a further 3 hours at the reflux temperature. After cooling, 1 kg of ice and 1 l 4 N HCl are stirred into the dark solution. After a short time 2,2-pentamethylene-7-hydroxychroman-4-one precipitates out from the organic phase and is filtered off and rinsed with water. The toluene is separated off from the filtrate and concentrated to about 400 ml, whereupon a further fraction precipitates. Total yield 339 g (73% of the theoretical yield): melting point: 170-171. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73.0% | In ethanol;Reflux; | General procedure: solutionof acid hydrazide (0.01 mol) and appropriate benzaldehyde/acetophenone (0.01 mol) in ethanol was refluxed for 5-6 h. The precipitated title compounds were then filtered off, washed with water and recrystallized from ethanol. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
31.8% | With potassium carbonate; In acetone; for 4h;Reflux; | General procedure: To a solution of various substituted phenols (1 mmol) in dry acetone (30 mL) K2CO3 (1 mmol)and compound 3 or 4 (1 mmol) were added. After being stirred for 4 h at reflux temperature, thereaction mixture was cooled, filtered, and concentrated under vacuum. Then the residue was dilutedwith 30 mL ethyl acetate and sequentially washed with 30 mL 1 M HCl, aq. NaHCO3 solution andbrine in order. The organic layer was dried over MgSO4 and concentrated in vacuo. Purification of theresidue by chromatography on silica gel furnished target compounds. 1H-NMR, 13C-NMR and massspectroscopy (MS) of compounds 5a-m and 6a-m are shown in Supplementary Materials. |