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Sodium Azide → 2-Azido-1-(naphthalen-1-yl)ethan-1-one

HRID 2073717
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반응식

HRID 2073717 반응식
Br[CH2:2][C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1)=[O:4].[N-:15]=[N+:16]=[N-:17].[Na+]>CC(C)=O>[N:15]([CH2:2][C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1)=[O:4])=[N+:16]=[N-:17]
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참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 38305132-Bromo-1-(1-naphthalenyl)ethanone

생성물 1

HCID 150572332-Azido-1-(naphthalen-1-yl)ethan-1-one

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Combine 24.9 g (0.1 mol) of 2-bromo-1-(naphthalen-1-yl)ethanone and 24 g (0.37 mol) of sodium azide in 200 mL of 60% aqueous acetone. Heat the mixture at reflux for about 18 to 36 hr and follow the progress of the reaction by thin-layer chromatography on silica gel. At the completion of the reaction, distill off the acetone and add 25 mL of water. Extract the aqueous mixture with three 100 mL portions of diethyl ether. Dry the organic extracts over anhydrous sodium sulfate. Filter the drying agent and remove the solvent in vacuo to obtain the title compound.

후처리

  1. temperatureHeat the mixture
  2. temperatureat reflux for about 18 to 36 hr
  3. customthe progress of the reaction by thin-layer chromatography on silica gel
  4. customAt the completion of the reaction
  5. distillationdistill off the acetone
  6. additionadd 25 mL of water
  7. extractionExtract the aqueous mixture with three 100 mL portions of diethyl ether
  8. dry with materialDry the organic extracts over anhydrous sodium sulfate
  9. filtrationFilter the drying agent
  10. customremove the solvent in vacuo

출처 및 근거

ORD 기록
ord-9647317a42d64364b8fc9d9f55554efb
출처 데이터셋
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04920116

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