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

HRID 1258313ノート

反応式

HRID 1258313 の反応式
[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

参加物

5

反応物 2

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

生成物 1

HCID 27762985-Bromo-2,1,3-benzoxadiazole収率 71%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8058Hexane溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d942439a188848dc80db10e6d5837c7e
出典データセット
uspto-grants-2013_06
特許番号
US08466148B2

反応ノート

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