Phosphorus oxybromide → 4-bromo-1-butylpyridin-2(1H)-one

HRID 1024384ノート

反応式

HRID 1024384 の反応式
[CH2:1]([N:5]1[CH:10]=[CH:9][C:8](O)=[CH:7][C:6]1=[O:12])[CH2:2][CH2:3][CH3:4].P(Br)(Br)([Br:15])=O>CN(C=O)C>[Br:15][C:8]1[CH:9]=[CH:10][N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:6](=[O:12])[CH:7]=1

参加物

4

反応物 2

HCID 24613Phosphorus oxybromideHCID 594970761-butyl-4-hydroxy-1H-pyridine-2-one

生成物 1

HCID 594970924-bromo-1-butylpyridin-2(1H)-one収率 93%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

To a solution of intermediate D2 (1.44 g, 8.6 mmol) in DMF (140 ml) was added phosphorus oxybromide (5.4 g, 18.9 mmol) and the mixture was heated at 110° C. for 1 hour. After cooling in an ice bath the solution was partitioned between water and EtOAc. After three extractions with EtOAc the combined organic fractions were dried (Na2SO4) and the solvent evaporated in vacuo. The crude product was purified by column chromatography (silica gel; DCM as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate D3 (1.82 g, 93%).

後処理

  1. temperatureAfter cooling in an ice bath the solution
  2. customwas partitioned between water and EtOAc
  3. extractionAfter three extractions with EtOAc the combined organic fractions
  4. dry with materialwere dried (Na2SO4)
  5. customthe solvent evaporated in vacuo
  6. customThe crude product was purified by column chromatography (silica gel; DCM as eluent)
  7. customThe desired fractions were collected
  8. customevaporated in vacuo

出典と根拠

ORDレコード
ord-47329aca77404725b9d68ec201e5cbf9
出典データセット
uspto-grants-2014_05
特許番号
US08722894B2

反応ノート

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