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Ethanone, 2-chloro-1-(2,4,6-trihydroxyphenyl)- (9CI) synthesis

3synthesis methods
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Yield: 62%

Reaction Conditions:

with aluminum (III) chloride in 1,2-dichloro-ethane at 0 - 100; for 8.5 h;Inert atmosphere;

Steps:

2-chloro-1-(2,4,6-trihydroxyphenyl)ethanone (9):
AlCl3 (10.57g, 79.30 mmol, 2.0 equiv) was added to a solution of phloroglucinol (5.0 g, 39.65 mmol, 1.0 equiv) in DCE(80 mL) at 0 °C andthen 2-chloroacetyl chloride (5.37 g, 47.58 mmol, 1.2 equiv)was added dropwise and stirred for 30 min. The reaction mixture was allowed toroom temperature for30 min and heated to 100 °C and stirred for 8 h with exhaust gasabsorption equipment. After cooled to room temperature, themixture was poured into ice water and acidified with concentrated hydrochloricacid to pH = 3. Then the suspension was filtrated, washed and the residuewas dried to afford the known compound 9(4.98 g, 62%) as a white solid.

References:

Pan, Guojun;Ma, Yantao;Yang, Ke;Zhao, Xia;Yang, Hui;Yao, Qingwei;Lu, Kui;Zhu, Tao;Yu, Peng [Tetrahedron Letters,2015,vol. 56,# 30,art. no. 46368,p. 4472 - 4475] Location in patent:supporting information