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Ethyl bromoacetate → Ethyl 2-(1H-1,2,3-triazol-1-YL)acetate

HRID 562444
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HRID 562444 반응식
[Na].[NH:2]1[CH:6]=[CH:5][N:4]=[N:3]1.Br[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10]>C(O)C>[N:2]1([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][N:4]=[N:3]1
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참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 5360545SodiumHCID 178418936HCID 178418936, 화합물

생성물 1

HCID 10103365Ethyl 2-(1H-1,2,3-triazol-1-YL)acetate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

129.2 g (5.6 mmol) of sodium are added slowly to 4.0 litres of ethanol. 400.0 g (5.6 mol) of 1,2,3-1H-triazole are then added, and 623 ml (938.2 g, 5.6 mol) of ethyl bromoacetate are added dropwise at an internal temperature of 20-25° C. The mixture is stirred at RT for 48 h. The precipitated solid is filtered off, the ethanol is removed under reduced pressure and the mixture is filtered again. The residue is taken up in ethyl acetate, filtered, again concentrated under reduced pressure and purified by distillation on a 30 cm column. The product is obtained at a bath temperature of 140° C., a head temperature of 60-115° C. and a pressure of 1 mbar. Yield: 440.0 g (50% of theory)

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후처리

  1. filtrationThe precipitated solid is filtered off
  2. customthe ethanol is removed under reduced pressure
  3. filtrationthe mixture is filtered again
  4. filtrationfiltered
  5. concentrationagain concentrated under reduced pressure
  6. distillationpurified by distillation on a 30 cm column
  7. customThe product is obtained at a bath temperature of 140° C.
  8. customa head temperature of 60-115° C.

출처 및 근거

ORD 기록
ord-951eeb148d06444b83c2c93ba618087f
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08067407B2

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