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1,2-Dibromoethane → Ethyl 2,3-dihydropyrazolo[5,1-b]oxazole-6-carboxylate

HRID 1158913
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HRID 1158913 반응식
[OH:1][C:2]1[NH:6][N:5]=[C:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][CH2:20]Br>C(#N)C>[CH2:10]([O:9][C:7]([C:4]1[CH:3]=[C:2]2[O:1][CH2:19][CH2:20][N:6]2[N:5]=1)=[O:8])[CH3:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 178469373HCID 178469373, 화합물

생성물 1

HCID 69588863Ethyl 2,3-dihydropyrazolo[5,1-b]oxazole-6-carboxylate수율 43.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To the stirred suspension of ethyl 5-hydroxy-1H-pyrazole-3-carboxylate (10.34 g, 0.66 mol) and 36.62 g of potassium carbonate in 500 ml of acetonitrile was added 13.68 g of 1,2-dibromoethane, and refluxed for 16 hours. The reaction mixture was allowed to cool to room temperature, then filtered, the solid was washed with acetonitrile. The filtrate was concentrated to an oil. The residue was dissolved in ethyl acetate and extracted with water. The organic phase was dried over MgSO4 and evaporated to dryness. 5.80 g of the desired product was obtained (48%).

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후처리

  1. temperaturerefluxed for 16 hours
  2. filtrationfiltered
  3. washthe solid was washed with acetonitrile
  4. concentrationThe filtrate was concentrated to an oil
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. extractionextracted with water
  7. dry with materialThe organic phase was dried over MgSO4
  8. customevaporated to dryness

출처 및 근거

ORD 기록
ord-5ee310285d6143f3a08e8bff9d8ef5fb
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07812014B2

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