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7-Oxaspiro[3.5]nonane-6,8-dione synthesis

7synthesis methods
-

Yield:1005-94-3 96%

Reaction Conditions:

with acetic anhydride for 16 h;Reflux;Inert atmosphere;

Steps:

Synthesis of 7-oxaspiro[3.5]nonane-6,8-dione (46)

The bis-acid compound 44 (487 mg, 2.83 mmol) was dissolved in Ac2O and refluxed for 16 h. The reaction mixture was rotary evaporated, and the crude was purified by purified by silica gel chromatography (30% EtOAc/Hexane) to afford 46 (418 mg, 96%). HRMS (ESI) m/z calcd for [C8H11O3]+: 155.0703 found 155.0714. 1H NMR (400 MHz, CDCl3): δ 2.83 (s, 4H), 2.07 - 1.92 (m, 6H). 13C NMR (100 MHz): δ 165.90 (2C), 42.19 (2C), 34.92, 31.01 (2C), 14.62.

References:

Ye, Qiuji;Chourey, Shishir;Wang, Rui;Chintam, Nagendra Reddy;Gravel, Sylvie;Powell, William S.;Rokach, Joshua [Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,# 20,p. 4770 - 4776] Location in patent:supporting information