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ChemicalBook CAS DataBase List 1-Oxaspiro[5.5]undecan-9-one
1067249-24-4

1-Oxaspiro[5.5]undecan-9-one synthesis

6synthesis methods
1,4,9-Trioxadispiro[4.2.5.2]pentadecane

162912-71-2
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1-Oxaspiro[5.5]undecan-9-one

1067249-24-4
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Yield:1067249-24-4 95%

Reaction Conditions:

with hydrogenchloride;water in tetrahydrofuran at 20;

Steps:

14

A stirred solution of 1 ,4,9-trioxadispiro[4.2.5.2]pentadecane (D13, 220mg, 1.04mmole) in tetrahydrofuran (5ml) was treated with 5N HCI acid (15ml) and the mixture stirred at room temperature overnight. The mixture was extracted with Et2O and the extract dried (Na2SO4) and concentrated under vacuum to leave the crude title compound as a colourless oil (165mg, 95%).1H NMR δ (CDCI3, 400MHz): 1.47-1.73 (8H, m), 2.17-2.24 (2H, m), 2.24-2.34 (2H, m), 2.57- 2.70 (2H, m), 3.70-3.80 (2H, m).

References:

WO2008/119716,2008,A1 Location in patent:Page/Page column 54