Tetrahydrothiopyran-4-one oxiMe synthesis
- Product Name:Tetrahydrothiopyran-4-one oxiMe
- CAS Number:6309-59-7
- Molecular formula:C5H9NOS
- Molecular Weight:131.2
1072-72-6
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6309-59-7
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$27.00/250mg
Yield:6309-59-7 100%
Reaction Conditions:
with hydroxylamine hydrochloride;sodium acetate in ethanol for 6 h;Heating / reflux;
Steps:
6.1 Step 1; 4-aminotetrahydrothiopyran
A suspension mixture of 5 g (0.043 mole) of tetrahydrothiopyran-4-one 16, 29.26 g (0.215 mole) of sodium acetate trihydrate and 14.9 g (0.215 mole) of hydroxylamine hydrochloride in 200 mL of ethanol was heated to reflux for six hours until reaction was completed. The reaction mixture was cooled and ethanol was removed under reduced pressure. The residue was diluted with 400 mL of ice water and was extracted with ethyl acetate, 3x150 mL. The organic solution was washed with brine, dried and filtered. The filtrate was concentrated under reduced pressure affording 5.6 g (quantitative yield) of the thianone oxime 17 (white solid).
References:
Goldstein, David Michael;Hawley, Ronald Charles;Lui, Alfred Sui-Ting;Sjogren, Eric Brian US2003/232847, 2003, A1 Location in patent:Page 15