4-IODOTETRAHYDRO-2H-PYRAN synthesis
- Product Name:4-IODOTETRAHYDRO-2H-PYRAN
- CAS Number:25637-18-7
- Molecular formula:C5H9IO
- Molecular Weight:212.03
2081-44-9
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$6.00/1g
25637-18-7
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$6.00/250mg
Yield:25637-18-7 64.3%
Reaction Conditions:
with 1H-imidazole;iodine;triphenylphosphine in tetrahydrofuran at 0 - 20;
Steps:
Step 1: 4-iodotetrahydro-2H-pyran
A RBF was charged with tetrahydro-2H-pyran-4-ol (2.0 g, 19.58 mmol), imidazole (1.600 g, 23.50 mmol), triphenylphosphine (5.39 g, 20.56 mmol), and tetrahydrofuran (39.2 ml) and cooled to 0° C. A solution of iodine (5.96 g, 23.50 mmol) in tetrahydrofuran (39.2 ml) was added slowly dropwise.
The reaction was warmed to room temperature and stirred overnight.
The reaction was diluted with ethyl acetate and washed with water.
The aqueous layer was extracted with ethyl acetate, and the combined organic layers were dried with sodium sulfate, filtered, and concentrated.
The material was purified via column chromatography (RediSep Gold 80 g, gradient elution 0-50% EtOAc:Heptane) to afford 4-iodotetrahydro-2H-pyran (2.67 g, 12.59 mmol, 64.3% yield) as a clear light yellow oil.
References:
Amgen Inc.;Weiss, Matthew;Boezio, Alessandro;Boezio, Christiane;Butler, John R.;Chu-Moyer, Margaret Yuhua;Dimauro, Erin F.;Dineen, Thomas;Graceffa, Russell;Guzman-Perez, Angel;Huang, Hongbing;Kreiman, Charles;La, Daniel;Marx, Isaac E.;Milgrim, Benjamin Charles;Nguyen, Hanh Nho;Peterson, Emily;Romero, Karina;Sparling, Brian US9212182, 2015, B2 Location in patent:Page/Page column 79
97986-34-0
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$28.00/100mg
25637-18-7
153 suppliers
$6.00/250mg
108-97-4
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$61.00/250mg
25637-18-7
153 suppliers
$6.00/250mg