Phenoxyacetic acid synthesis
- Product Name:Phenoxyacetic acid
- CAS Number:122-59-8
- Molecular formula:C8H8O3
- Molecular Weight:152.15
3926-62-3
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$16.69/250g
108-95-2
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$14.00/25g
122-59-8
453 suppliers
$5.00/25g
Yield:122-59-8 75%
Reaction Conditions:
Stage #1:phenol with sodium hydroxide in ethanol;water at 20; for 0.333333 h;
Stage #2:sodium monochloroacetic acid in ethanol;water at 102; for 5 h;
Steps:
Synthesis of phenoxyacetic acid derivative (b1-7)
General procedure: 55mmol monochloroacetic acid was dissolved in 15mL deionized water under the condition of ice water bath, then 30% NaOH solution was used to adjust pH 8-9, sodium chloroacetate solution was obtained. 45mmol NaOH was dissolved in mixed solvent of 15mL deionized water and 5mL ethanol at room temperature with constant stirring, 45mmol phenol was subsequent slowly added. After stirring for another 20min, sodium chloroacetate solution was added. Subsequently, the mixture was refluxed at 102°C for 5h. After the mixture was cooled to room temperature, pH was adjusted to 1-2 with 2.0mol·L-1 HCl, amounts of white precipitations were gained. The precipitations were filtered and washed 3 times with dilute hydrochloric acid, dried at 60°C. White crude product was dispersed in 100mL heated deionized water, pH was adjusted to 8.0 using saturated potassium carbonate solution, then mixture solution was filtered, and filtrate was collected. White precipitated was obtained by adjusting pH of filtrate to 1-2 with 2.0mol·L-1 HCl. After cooled down to room temperature naturally, the mixture was filtered, washed with dilute hydrochloric acid, dried overnight in vacuum, then target product (b1) was obtained. The synthetic procedures of phenoxyacetic acid derivative (b2-7) were similar to that of phenoxyacetic acid (b1). Phenoxyacetic acid (b1), white powder, yield 75%. 1H NMR (400MHz, CDCl3) δ/ppm: 8.83 (dd, J=5.0, 1.5Hz, 2H), 8.03 (dd, J=7.5, 1.5Hz, 2H), 7.39 (dd, J=7.5, 5.1Hz, 2H). MS (EI) m/z (%): 153 (M+1, 8), 152 (M, 86), 108 (8), 107 (100), 94 (26), 79 (24), 77 (87), 65 (14).
References:
Li, Dewei;Xiong, Suhao;Guo, Tiantong;Shu, Dehua;Xiao, Haihua;Li, Guizhi;Guo, Dongcai [Dyes and Pigments,2018,vol. 158,p. 28 - 35]
621-88-5
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122-59-8
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$5.00/25g
2555-49-9
151 suppliers
$19.00/5 g
122-59-8
453 suppliers
$5.00/25g
3926-62-3
301 suppliers
$16.69/250g
139-02-6
138 suppliers
$34.00/5g
122-59-8
453 suppliers
$5.00/25g