OTAVA-BB 7020690004 synthesis
- Product Name:OTAVA-BB 7020690004
- CAS Number:90032-83-0
- Molecular formula:C8H15NO2
- Molecular Weight:157.212
124-68-5
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$4.76/25g
67-64-1
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$19.10/10ml
90032-83-0
45 suppliers
$45.00/25mg
Yield:90032-83-0 65%
Reaction Conditions:
Stage #1: 2-Amino-2-methyl-1-propanol;acetonewith sodium hydroxide in chloroform at 0;
Stage #2: with hydrogenchloride in water; for 24 h;Reflux;
Stage #3: with triethylamine in water;toluene; for 6 h;Dean-Stark;Reflux;Inert atmosphere;
Steps:
Synthesis of morpholinone nitroxide 2
A 500 ml 3-neck-flask was equipped with an argon-inlet tube, a thermometer and a mechanicalstirrer. Then 2-amino-2-methyl-1-propanol (26.74 g, 300mmol), chloroform (36mL,450mmol), and ketone (220mL,3000mmol) were added. The flask was cooled to 0 C byice-bath. Then the sodium hydroxide powder (60.0 g, 1500mmol) was added in ten portionsand the reaction temperature was kept below 5 C. The reaction was stirred at 0 C overnightafter the addition. The mixture was then filtered, and the solid was washed by ketone. Thenthe white solid was stirred twice with 100mL methanol and the combined filtrates were concentratedto afford the sodium carboxylate. Subsequently, the crude sodium carboxylate wasrefluxed with 250mL concentrated HCl for 24 h. Then most of the HCl was removed by distilling.The residue was added 200mL toluene and the residual water was depleted using aDean-Stark trap. Et3N (35.4 g, 350mmol) was then added and the mixture was refluxed for6 h under argon. After cooling to room temperature, the reaction was filtered and concentrated.Then the crude product was purified by flash column chromatography (Petroleumether: Ethyl acetate 5: 1) to give a colorless oil (3,3,5,5-tetramethyl-2-oxomorpholine,30.6 g, 65% yield).
References:
Dong, Zhenhua;Gao, Pengwei;Xiao, Yongmei [Synthetic Communications,2019,vol. 49,# 23,p. 3380 - 3388]
67-66-3
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$33.60/500ml
124-68-5
571 suppliers
$4.76/25g
67-64-1
0 suppliers
$19.10/10ml
90032-83-0
45 suppliers
$45.00/25mg