Carbon tetrabromide → (RS)-2-(5-(1-Bromoethyl)-isoxazol-3-yl)-pyridine

HRID 707655ノート

反応式

HRID 707655 の反応式
O[CH:2]([C:4]1[O:8][N:7]=[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH:5]=1)[CH3:3].C(Br)(Br)(Br)[Br:16]>ClCCl>[Br:16][CH:2]([C:4]1[O:8][N:7]=[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH:5]=1)[CH3:3]

参加物

4

反応物 2

HCID 11205Carbon tetrabromideHCID 44605541(RS)-2-(5-(1-Hydroxyethyl)-isoxazol-3-yl)-pyridine

生成物 1

HCID 67958649(RS)-2-(5-(1-Bromoethyl)-isoxazol-3-yl)-pyridine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
30 °C

実験手順

To a mixture of (RS)-2-(5-(1-hydroxy-ethyl)-isoxazol-3-yl)-pyridine (0.9 gm), and triphenylphosphene (1.77 gm) in dichloromethane (20 ml) was added carbontetrabromide (6 gm) at 0° C. The reaction mixture was stirred at 30° C. over a period of 2.5 h. The reaction was monitored by TLC. The reaction was quenched by addition of water and layers were separated. Combined organic extract was washed with brine and evaporated under vacuum to provide the 1.7 gm crude mass which was purified by using silica gel column chromatography to provide title compound in 0.8 gm quantity (65%).

後処理

  1. customThe reaction was quenched by addition of water and layers
  2. customwere separated
  3. extractionCombined organic extract
  4. washwas washed with brine
  5. customevaporated under vacuum
  6. customto provide the 1.7 gm crude mass which
  7. customwas purified

出典と根拠

ORDレコード
ord-2b4b4e6d763a479285439a77f6f2d5df
出典データセット
uspto-grants-2015_11
特許番号
US09175031B2

反応ノート

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