ChemicalBook CAS DataBase List METHYL 4-METHOXYPHENYLACETATE

METHYL 4-METHOXYPHENYLACETATE synthesis

12synthesis methods

Product Name:METHYL 4-METHOXYPHENYLACETATE
CAS Number:23786-14-3
Molecular formula:C10H12O3
Molecular Weight:180.2

67-56-1 Synthesis

67-56-1
776 suppliers
$7.29/5ml-f

104-01-8 Synthesis

104-01-8
545 suppliers
$6.00/10g

23786-14-3
150 suppliers
$9.00/1g

Yield:23786-14-3 99%

Reaction Conditions:

with thionyl chloride at 0 - 20; for 1.5 h;

Steps:

1.4.4Methyl 2-(4-methoxyphenyl)acetate(17).
Thionyl chloride (26 ml, 357.60 mmol, 1.64 g/ml) was added dropwise into the anhydrous methanol (100ml) at 0°C. After the addition, p-methoxyphenylaceticacid16(9.90 g, 59.60 mmol) was added, the reaction was transferred to room temperature and reacted for 1h. The reaction solution was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by silica gel column chromatography to give the compound17(11.91 g, 99% yield) as a white solid.¹H NMR (400 MHz, CDCl3) δ 7.20 (d,J= 8.6 Hz, 2H), 6.89-6.83 (m, 2H), 3.79 (s, 3H), 3.68 (s, 3H), 3.57 (s, 2H).HRMS (ESI) (m/z):calcdfor C₁₀H₁₂O₃[M+H]⁺181.0865, found. 181.0861.

References:

Li, Guangzhe;Dong, Huijuan;Ma, Yao;Shao, Kun;Li, Yueqing;Wu, Xiaodan;Wang, Shisheng;Shao;Zhao, Weijie [Bioorganic and Medicinal Chemistry Letters,2019,vol. 29,# 16,p. 2327 - 2331] Location in patent:supporting information

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104-92-7 Synthesis