4-Isopropoxycyclohexanone synthesis
- Product Name:4-Isopropoxycyclohexanone
- CAS Number:69697-46-7
- Molecular formula:C9H16O2
- Molecular Weight:156.22
![8-Isopropoxy-1,4-dioxaspiro[4.5]decane](/CAS/20150408/GIF/950771-91-2.gif)
950771-91-2
69697-46-7
The general procedure for the synthesis of 4-isopropoxycyclohexanone from 8-isopropoxy-1,4-dioxaspiro[4.5]decane was carried out as follows: a tetrahydrofuran solution (10 ml) of 8-isopropoxy-1,4-dioxaspiro[4.5]decane and 4-isopropoxycyclohexanone (approx. 4:1 mixture, D25, 4.89 g, approx. 0.025 mol) was prepared at room temperature and under argon protection ) was treated with 5 M hydrochloric acid (50 ml) and stirred thoroughly for 18 hours. After completion of the reaction, the reaction mixture was diluted with water (150 ml) and extracted with dichloromethane (2 x 80 ml). The organic phases were combined, washed with brine, dried over anhydrous sodium sulfate, and subsequently concentrated under vacuum to give 4-isopropoxycyclohexanone as a colorless oil (3.9 g, 100% yield).1H NMR (CDCl3, 400 MHz) δ: 1.19 (6H, d), 1.88-2.08 (4H, m), 2.22-2.32 (2H, m), 2.54- 2.65 (2H, m), 3.70-3.84 (2H, m).
950771-91-2
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69697-46-7
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Yield:69697-46-7 100%
Reaction Conditions:
with hydrogenchloride in tetrahydrofuran;water at 20; for 18 h;
Steps:
26
A solution of the mixture of 8-[(1-methylethyl)oxy]-1 ,4-dioxaspiro[4.5]decane and 4-[(1- methylethyl)oxy]cyclohexanone (~4:1 ) (D25 , 4.89g, ~0.025mol) in tetrahydrofuran (10ml) at room temperature under argon was treated with 5M HCI acid (50ml) and stirred well for 18h. The reaction mixture was treated with water (150ml) and extracted with dichloromethane (2 x 80ml). The combined extract was washed with brine, dried (Na2SO4) and concentrated under vacuum to afford the title compound as a colourless oil (3.9g, 100%).1H NMR δ (CDCI3, 400 MHz): 1.19 (6H, d), 1.88-2.08 (4H, m), 2.22-2.32 (2H, m), 2.54- 2.65 (2H, m), 3.70-3.84 (2H, m).
References:
WO2007/107565,2007,A1 Location in patent:Page/Page column 61
![1,4-Dioxaspiro[4.5]decan-8-one](/CAS/GIF/4746-97-8.gif)
4746-97-8
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69697-46-7
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$54.00/100mg
![1,4-DIOXA-SPIRO[4.5]DECAN-8-OL](/CAS/GIF/22428-87-1.gif)
22428-87-1
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69697-46-7
46 suppliers
$54.00/100mg