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Sodium Azide → 7-(azidomethyl)-4-(3-fluorophenyl)-2H-chromen-2-one

HRID 2422484
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HRID 2422484 반응식
Br[CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=3)=[CH:8][C:9](=[O:13])[O:10]2)=[CH:5][CH:4]=1.[N-:21]=[N+:22]=[N-:23].[Na+]>C(O)C>[N:21]([CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=3)=[CH:8][C:9](=[O:13])[O:10]2)=[CH:5][CH:4]=1)=[N+:22]=[N-:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 597748617-(bromomethyl)-4-(3-fluorophenyl)-2H-chromen-2-one

생성물 1

HCID 597748747-(azidomethyl)-4-(3-fluorophenyl)-2H-chromen-2-one

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 7-(bromomethyl)-4-(3-fluorophenyl)-2H-chromen-2-one (1.16 g, 3.5 mmol) in ethanol (35 mL), sodium azide (248 mg, 3.8 mmol) was added. The reaction mixture was then stirred overnight at reflux. After cooling, the reaction mixture was concentrated under reduced pressure and the crude residue was dissolved with CH2Cl2. Salts were removed by filtration and the filtrate was concentrated under reduced pressure to afford the tittle compound. 1H NMR (400 MHz, acetone-d6): 7.72-7.6 (m, 1H), 7.65 (d, 1H), 7.47-7.32 (m, 5H), 6.42 (s, 1H), 4.67 (s, 2H).

후처리

  1. temperatureat reflux
  2. temperatureAfter cooling
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. dissolutionthe crude residue was dissolved with CH2Cl2
  5. customSalts were removed by filtration
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customto afford the tittle compound

출처 및 근거

ORD 기록
ord-907345d3cc914918bd586f618760d817
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07960409B2

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