morpholin-3-one synthesis
- Product Name:morpholin-3-one
- CAS Number:109-11-5
- Molecular formula:C4H7NO2
- Molecular Weight:101.1
141-43-5
105-39-5
109-11-5
To a solution of 2-aminoethanol (197 mmol, 1.1 eq.) in isopropanol (100 mL) was added sodium metal (197 mmol, 1.1 eq.) in batches. The reaction mixture was heated and stirred at 50 °C for 5 h to give a yellow solution, which was subsequently cooled to 0 °C in an ice-water bath. Ethyl chloroacetate (179 mmol, 1.0 eq.) was added slowly and dropwise at 0 °C and the yellow suspension formed was heated and stirred at 80 °C for 2 hours. After completion of the reaction, insoluble impurities were removed by filtration through filter paper and the filtrate was washed with isopropanol. The filtrate and washings were combined and concentrated under reduced pressure to give a brown solid. Finally, the crude product was recrystallized using mixed isopropanol/ethyl acetate solvent to give 3-morpholinone in 52% yield.
1155811-37-2
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109-11-5
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Yield:109-11-5 94.6%
Reaction Conditions:
with trifluoroacetic acid in toluene for 3 h;Reflux;Large scale;
Steps:
1.4; 2.4; 3.4; 4.4 Step 4: Preparation of 3-morpholinone I
To a 50 L reactor, 4.91 kg of a colorless oil, 24.6 L of toluene and 637.5 g of trifluoroacetic acid obtained in the above step 3 were added, and the mixture was heated to reflux for 3 h.TLC (methanol: dichloromethane = 1:9, iodine coloration) showed that the deprotection II reaction was complete, the heating was removed, and after cooling to room temperature,The reaction solution was washed with 13 L×2 times saturated sodium bicarbonate solution, and after liquid separation,The organic layer was washed successively with 13 L of water and 13 L of saturated brine.The washed organic layer was evaporated to dryness to give a white powdery solid.The white powdery solid was recrystallized from 8.5 L of methyl tert-butyl ether, and dried to give 2.68 kg of white needle crystals.The yield was 94.6%.Spectroscopic analysis confirmed 3-morpholinone I.
References:
Zhejiang Jingxin Pharmaceutical Co., Ltd.;Peng Chunyong;Wang Zhi;Zhu Jianrong;Zhang Qin CN109422703, 2019, A Location in patent:Paragraph 0034; 0042; 0049-0050; 0052; 0059-0060; 0062-0080
6320-16-7
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109-11-5
267 suppliers
$5.00/1g
105-39-5
423 suppliers
$10.00/5g
109-11-5
267 suppliers
$5.00/1g