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Chemical Structure| 61883-62-3 Chemical Structure| 61883-62-3

Structure of 61883-62-3

Chemical Structure| 61883-62-3

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Product Details of [ 61883-62-3 ]

CAS No. :61883-62-3
Formula : C11H11NO3
M.W : 205.21
SMILES Code : O=C1N(C(C2=CC=CC=C2)=O)CCOC1

Safety of [ 61883-62-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 61883-62-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 61883-62-3 ]

[ 61883-62-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 109-11-5 ]
  • [ 98-88-4 ]
  • [ 61883-62-3 ]
YieldReaction ConditionsOperation in experiment
71% To a solution of ethanolamine (197 mmol, 1.1 equiv) in i-PrOH (100 mL) was portionwise added small pieces ofsodium (197 mmol, 1.1 equiv). The mixture was heated at 50 C for 5 h, and the resulting yellow solution was cooled in an ice-water bath. Ethyl chloroacetate (179 mmol, 1.0equiv) was dropwise added at 0 C, and the resulting yellow suspension was heated at 80 C for 2 h. Insoluble materials were removed by paper filtration and washed with i-PrOH. The combined filtrate and washings were concentrated in vacuo, and the resulting brown solids were recrystallized from iPrOH/EtOAc to afford <strong>[109-11-5]3-morpholinone</strong> in 52% yield. To a solution of <strong>[109-11-5]3-morpholinone</strong> (9.9 mmol, 1.0 equiv) in THF (100 mL) wasadded a 2.5 M solution nBuLi in THF (10.9 mmol, 1.1 equiv) at -78 C. The resulting solution was stirred at -78 C for 30 min. Then, benzoyl chloride (10.9 mmol, 1.1 equiv) was added at -78 C. After completion of the addition, the reaction mixture was allowed to warm to room temperature. All volatiles were removed in vacuo. After the addition of EtOAc, the organic layer was washed with 1 M HCl, saturated NaHCO3 aq and brine,dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was purified by flash column chromatography (SiO2, 15→50% EtOAc in hexanes) to give the Bz-protected amide in 71% yield.
 

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