1-Bromo-3-chloropropane → 1-(3-chloropropyl)-2-methyl-1H-benzimidazole

HRID 2050245

反応式

HRID 2050245 の反応式
[CH3:1][C:2]1[NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[N:3]=1.[OH-].[Na+].Br[CH2:14][CH2:15][CH2:16][Cl:17]>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C>[Cl:17][CH2:16][CH2:15][CH2:14][N:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[CH3:1]

参加物

5

反応物 3

HCID 80061-Bromo-3-chloropropaneHCID 119842-MethylbenzimidazoleHCID 14798Sodium Hydroxide

生成物 1

HCID 212393601-(3-chloropropyl)-2-methyl-1H-benzimidazole

試薬・触媒・溶媒 1

HCID 66133Benzyl triethylammonium chloride触媒

反応条件

温度
40 °C

実験手順

To a stirred mixture of 13.2 parts of 2-methyl-1H-benzimidazole, 2 parts of N,N,N-triethylbenzenemethanaminium chloride and 150 parts of a sodium hydroxide solution 60% are added 30 parts of 1-bromo-3-chloropropane. To start the reaction, the whole is heated to about 40° C., whereupon the temperature rises to 50° C. (exothermic reaction). Stirring at about 50° C. is continued for 30 minutes. The reaction mixture is poured onto water and the product is extracted with methylbenzene. The extract is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (90:10) as eluent. The pure fractions are collected and the eluent is evaporated, yielding 1-(3-chloropropyl)-2-methyl-1H-benzimidazole as a residue.

後処理

  1. customthe reaction
  2. customrises to 50° C.
  3. custom(exothermic reaction)
  4. additionThe reaction mixture is poured onto water
  5. extractionthe product is extracted with methylbenzene
  6. customThe extract is dried
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue is purified by column-chromatography over silica gel using
  10. additiona mixture of trichloromethane and methanol (90:10) as eluent
  11. customThe pure fractions are collected
  12. customthe eluent is evaporated

出典と根拠

ORDレコード
ord-fbf5ed9553b24a02bac8897dcafa0882
出典データセット
uspto-grants-1980_04
特許番号
US04200641

関連ノート

読み込み中…