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CHEMBRDG-BB 5303536 synthesis

3synthesis methods
-

Yield:15432-97-0 86%

Reaction Conditions:

with sodium methylate in methanol; for 2 h;Reflux;

Steps:

5.1.16 5.1.1.1 1,3-Dioxo-2-phenylindane (12)

General procedure: A solution of sodium methoxide in methanol (28%, 2.196 g, 11.4 mmol) was added to a suspension of benzaldehyde (307 mg, 2.89 mmol) and phthalide (387 mg, 2.89 mmol) in ethyl propionate (1.2 mL) at 30 °C, and the mixture was heated under reflux for 1 h. The reaction mixture was diluted with methanol and, was further heated for 1 h. After concentration in vacuo, water was added to the residue, and was washed with diethyl ether. After acidified with acetic acid, the suspension was stirred for 15 min. The product was collected by filtration, washed with water, and dried in vacuo to afford 12 (331 mg, 52%) as colorless powder.

References:

Inoue, Kazumi;Urushibara, Ko;Kanai, Misae;Yura, Kei;Fujii, Shinya;Ishigami-Yuasa, Mari;Hashimoto, Yuichi;Mori, Shuichi;Kawachi, Emiko;Matsumura, Mio;Hirano, Tomoya;Kagechika, Hiroyuki;Tanatani, Aya [European Journal of Medicinal Chemistry,2015,vol. 102,art. no. 8038,p. 310 - 319]

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