![](/CAS/20180629/GIF/106211-63-6.gif)
(3-Iodopropyl)cyclopentane synthesis
- Product Name:(3-Iodopropyl)cyclopentane
- CAS Number:106211-63-6
- Molecular formula:C8H15I
- Molecular Weight:238.11
Yield:-
Reaction Conditions:
with sodium iodide;triethylamine hydrochloride;triethylamine in diethyl ether;dichloromethane;water;acetone;
Steps:
31.A A.
A. Preparation of 3-Cyclopentyl-1-Iodopropane To a solution of 5 g of commercially available 3-cyclopentyl-1-propanol in 20 mL of dichloromethane at 0° C. was added 5 mL of dry triethylamine and 5 g of methanesulfonyl chloride. The mixture containing a heavy white precipitate of triethylamine hydrochloride was stirred an additional 5 min before 70 mL of diethyl ether was added. The mixture was filtered through a glass fritted funnel to remove the precipitate and the tiltrate was concentrated in vacuo to afford the mesylate. To this was added 10 g of sodium iodide and 30 mL of acetone. After 18 h at room temperature, the dark slurry was dissolved in water and extracted with dichloromethane. The extracts were combined and washed with excess aqueous sodium sulfite and dried over magnesium sulfate. Filtration and concentration of the dichloromethane solution gave 8 g of the title compound: 1 H NMR (CDCl3) δ5 3.19 (t, 2H, J=7.1 Hz), 1.85 (m, 3H), 1.77 (m, 2H), 1.61 (m, 2H), 1.52 (m, 2H), 1.41 (m, 2H), 1.09 (m, 2H).
References:
US5561142,1996,A
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