Sodium Hydroxide → 1-(4-chlorobutyl)-6-fluoro-1H-benzimidazole

HRID 1482572ノート

反応式

HRID 1482572 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[CH:8][NH:7][C:6]=2[CH:10]=1.[OH-].[Na+].[Cl:13][CH2:14][CH2:15][CH2:16][CH2:17]Br>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:13][CH2:14][CH2:15][CH2:16][CH2:17][N:7]1[C:6]2[CH:10]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=2[N:9]=[CH:8]1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 813641-Bromo-4-chlorobutaneHCID 2356985-Fluorobenzimidazole

生成物 1

HCID 1183868651-(4-chlorobutyl)-6-fluoro-1H-benzimidazole収率 62.6%

試薬・触媒・溶媒 1

HCID 74236Tetrabutylammonium Bromide触媒

反応条件

温度
60 °C

実験手順

6-fluoro-1H-benzimidazole (13.2 g, 0.10 mol) was dissolved into 200 ml of 20% wt. sodium hydroxide, 4-chlorobromobutane (34.3 g, 0.20 mol) and tetrabutyl ammonium bromide (1.0 g) were added, and mixed for 5 min. The mixture was heated to 60° C., stirred to react for 2 hours. Post treatment was performed based on common method one for synthesis. Oily products were separated and purified by chromatography with neutral Al2O3 to produce 14.2 g of 1-(4-chlorobutyl)-6-fluoro-1H-benzimidazole, with a yield of 62.6%.

後処理

  1. additionwere added
  2. additionmixed for 5 min
  3. customto react for 2 hours
  4. customPost treatment was performed based on common method one for synthesis
  5. customOily products were separated
  6. custompurified by chromatography with neutral Al2O3

出典と根拠

ORDレコード
ord-f41fe3c1cac94ed2992c861bf9dd7823
出典データセット
uspto-grants-2016_08
特許番号
US09415047B2

反応ノート

読み込み中…