Indole-3-acetic acid synthesis
- Product Name:Indole-3-acetic acid
- CAS Number:87-51-4
- Molecular formula:C10H9NO2
- Molecular Weight:175.18
526-55-6
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87-51-4
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Yield:87-51-4 60 %
Reaction Conditions:
with 1-hydroxycyclohexyl phenyl ketone;sodium hydroxide in diethylene glycol dimethyl ether at 80;
Steps:
25 Example 1: the synthesis of phenylpropionic acid
General procedure: 1-hydroxycyclohexyl phenyl ketone (408.5mg, 99% purity, 2mmol), sodium hydroxide (80.0 mg, >95% purity, 2mmol), phenylpropanol (139.0mg, 98% purity, 1mmol) and ethylene glycol dimethyl ether (DME, 1.5 mL) was added to an 8 mL reaction flask.Stir at 80°C until the reaction is completed as monitored by TLC.After the reaction is complete, add water (30mL), extract 3 times with ether (30mL/time), combine the organic phases, wash with saturated NaCl solution, add anhydrous sodium sulfate to dry, filter to remove the desiccant, recover ether by distillation under reduced pressure, distill Afterwards, the obtained reduced crude product 1-hydroxycyclohexylbenzyl alcohol is collected and recovered for regeneration.The aqueous phase was acidified by adding HCl (12M, 166.7 μl, 2 mmol), extracted three times with ether (30 mL/time), and the organic phases were combined and evaporated to dryness to obtain a crude product.The crude product can be recrystallized or purified by column chromatography (petroleum ether: ethyl acetate: acetic acid = 5:1:0.1) to obtain pure phenylpropionic acid (145.7 mg, 97%).
References:
CN115557836,2023,A Location in patent:Paragraph 0043-0045; 0115-0117
778-82-5
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771-51-7
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40432-84-6
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87-51-4
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