1H-INDEN-1-ONE, 5-METHOXY- synthesis

5synthesis methods

Product Name:1H-INDEN-1-ONE, 5-METHOXY-
CAS Number:72913-59-8
Molecular formula:C10H8O2
Molecular Weight:160.17

5111-70-6 Synthesis

5111-70-6
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$34.00/5g

72913-59-8
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$100.00/100mg

Yield:72913-59-8 70%

Reaction Conditions:

Stage #1: 5-methoxy-1-indanonewith N-Bromosuccinimide;2,2'-azobis(isobutyronitrile) in tetrachloromethane; for 2.5 h;Reflux;
Stage #2: with triethylamine in tetrachloromethane at 0;

Steps:

Representative experimental procedure for the Synthesis of benzo[c]fluorenone

General procedure: NBS (195 mg, 1.1 mmol) and AIBN (2 mg, 0.01 mmol) were added to a CCl₄ solution (4 ml) of the 6-methoxyindanone (162 mg, 1 mmol). The resulting mixture was stirred at reflux temperature for 2.5 h, then cooled and filtered through Celite, which was then washed with CCl₄. The filtrate was cooled to 0 °C and treated with triethylamine (0.28 mL, 2.0 mmol) overnight, then concentrated in vacuuo. Chromatography of the residue (1 : 9~1 : 4 EtOAc/hexanes) afforded 97 mg (60%) of enone 1a as the pink oil which solidified as light red solid in refrigerator.

References:

Zheng, Shuyan;Tan, Hongsheng;Zhang, Xiaoguang;Yu, Chunhui;Shen, Zhengwu [Tetrahedron Letters,2014,vol. 55,# 5,p. 975 - 978] Location in patent:supporting information

79827-91-1 Synthesis