TERT-BUTYL (3-IODOPROPYL)CARBAMATE synthesis

5synthesis methods

Product Name:TERT-BUTYL (3-IODOPROPYL)CARBAMATE
CAS Number:167479-01-8
Molecular formula:C8H16INO2
Molecular Weight:285.12

58885-58-8
180 suppliers
$10.00/1g

603-35-0 Synthesis

603-35-0
687 suppliers
$5.00/5 g

791-28-6 Synthesis

791-28-6
483 suppliers
$6.00/25g

167479-01-8
40 suppliers
$65.00/250mg

Yield:-

Reaction Conditions:

with 1H-imidazole;iodine in diethyl ether;acetonitrile at 0 - 20;

Steps:

4.B
A mixture of tert-bntyl 3-hydroxypropylcarbamate (19.36 g, 110.5 mmol), triphenylphosphine (34.76 g, 132.6 mmol), imidazole (10.53 g, 154.7 mmol), diethyl ether EPO (500 mL), and acetonitrile (150 mL) was cooled to approximately 0 °C, and iodine (36.45 g, 143.6 mmol) was added in one portion. The reaction mixture was allowed to warm to room temperature slowly and stirred overnight. A precipitate formed, which was removed by filtration and washed with a small amount of diethyl ether. The filtrate was washed sequentially with water (2 x 500 mL), saturated aqueous sodium thiosulfate (2 x 250 mL), water (250 mL), and brine (250 mL); dried over magnesium sulfate; filtered; and concentrated under reduced pressure to provide a mixture of a yellow oil and a white solid. The mixture was diluted with heptane (50 mL) and filtered to remove the solid, which was washed with heptane (50 mL). The filtrate was concentrated under reduced pressure to provide an oil that was diluted with heptane (50 mL) and filtered to remove a solid, which was washed with heptane (50 mL). The filtrate was concentrated under reduced pressure to provide 22.60 g of tert~buty 3-iodopropylcarbamate as a yellow oil containing about 9 mol% triphenylphosphine oxide as determined by ¹H NMR.

References:

3M INNOVATIVE PROPERTIES COMPANY WO2006/86449, 2006, A2 Location in patent:Page/Page column 88-89

58885-58-8
180 suppliers
$10.00/1g

167479-01-8
40 suppliers
$65.00/250mg

References

83948-53-2 Synthesis