1,4-Dichlorobutane → 1-(4-chlorobutyl)-2-methyl-1H-benzimidazole

HRID 354929

反応式

HRID 354929 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+].[Cl:13][CH2:14][CH2:15][CH2:16][CH2:17]Cl>[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C>[Cl:13][CH2:14][CH2:15][CH2:16][CH2:17][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 80591,4-DichlorobutaneHCID 119842-MethylbenzimidazoleHCID 14798Sodium Hydroxide

生成物 1

HCID 205063201-(4-chlorobutyl)-2-methyl-1H-benzimidazole

試薬・触媒・溶媒 1

HCID 66133Benzyl triethylammonium chloride触媒

反応条件

温度
100 °C

実験手順

To a stirred mixture of 13.2 parts of 2-methyl-1H-benzimidazole, 3 parts of N,N,N-triethylbenzenemethanaminium chloride and 225 parts of a sodium hydroxide solution 60% are added 25 parts of 1,4-dichlorobutane. The whole is heated to about 100° C. and stirring is continued for one hour at this temperature. The reaction mixture is cooled and poured onto ice-water. 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 eluent is evaporated, yielding 1-(4-chlorobutyl)-2-methyl-1H-benzimidazole as a residue.

後処理

  1. temperatureThe reaction mixture is cooled
  2. additionpoured onto ice-water
  3. extractionThe product is extracted with methylbenzene
  4. customThe extract is dried
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue is purified by column-chromatography over silica gel using
  8. additiona mixture of trichloromethane and methanol (90:10) as eluent
  9. customThe pure fractions are collected
  10. customeluent is evaporated

出典と根拠

ORDレコード
ord-aad1cf0576ab4c43baf7b66515b146ac
出典データセット
uspto-grants-1983_03
特許番号
US04377578

関連ノート

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