Triethyl phosphite → 5-Bromo-2,1,3-benzoxadiazole

HRID 655432노트

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HRID 655432 반응식
[Br:1][C:2]1[CH:11]=[CH:10][C:5]2=[N+:6]([O-])[O:7][N:8]=[C:4]2[CH:3]=1.P(OCC)(OCC)OCC>C(O)C.CCCCCC>[Br:1][C:2]1[CH:11]=[CH:10][C:5]2=[N:6][O:7][N:8]=[C:4]2[CH:3]=1

참가 물질

5

반응물 2

HCID 31215Triethyl phosphiteHCID 5545145-Bromobenzo[c][1,2,5]oxadiazole 1-oxide

생성물 1

HCID 27762985-Bromo-2,1,3-benzoxadiazole수율 71%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8058Hexane용매

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온도
60 °C

실험 절차

To a stirred solution of 5-bromobenzo[c][1,2,5]oxadiazole 1-oxide (6.0 g, 28.436 mmol) in ethanol (60 mL) was added triethyl phosphite (6.2 mL, 34.123 mmol) at RT under an inert atmosphere. The reaction mixture was then heated at 60° C. for 1 h., cooled to RT, diluted with hexane (100 mL) and stirred for 10 min. The precipitated solid was filtered off and the filtrate was concentrated in vacuo to obtain the crude product. The crude material was purified via silica gel column chromatography to afford 5-bromobenzo[c][1,2,5]oxadiazole (4.0 g, 71%) as a light yellow solid.

후처리

  1. temperaturecooled to RT
  2. filtrationThe precipitated solid was filtered off
  3. concentrationthe filtrate was concentrated in vacuo
  4. customto obtain the crude product
  5. customThe crude material was purified via silica gel column chromatography

출처 및 근거

ORD 기록
ord-ea1fab5159ee4aaa95f1f9122f8a2aa4
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071595B2

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