Hydrochloric Acid → 2-[3-(Imidazol-1-yl)propylamino]2,2-dimethylethyl benzoate dihydrochloride

HRID 378624ノート

反応式

HRID 378624 の反応式
[C:1]([Cl:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:10]1([CH2:15][CH2:16][CH2:17][NH:18][C:19]([CH3:23])([CH3:22])[CH2:20][OH:21])[CH:14]=[CH:13][N:12]=[CH:11]1.C(=O)(O)[O-].[Na+].[ClH:29]>ClCCl.CCOCC.C(N(CC)CC)C>[ClH:9].[ClH:29].[C:1]([O:21][CH2:20][C:19]([NH:18][CH2:17][CH2:16][CH2:15][N:10]1[CH:14]=[CH:13][N:12]=[CH:11]1)([CH3:23])[CH3:22])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 516892Sodium BicarbonateHCID 183497652-[3-(Imidazol-1-yl)propylamino]-2-methyl-1-propanol

生成物 1

HCID 183497172-[3-(Imidazol-1-yl)propylamino]2,2-dimethylethyl benzoate dihydrochloride

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒2 回HCID 8471Triethylamine溶媒

反応条件

温度
0 °C

実験手順

A solution of benzoyl chloride (0.36 g) in dichloromethane (1.5 ml) was added dropwise to a mixture of 2-[3-(imidazol-1-yl)propylamino]-2-methyl-1-propanol (0.5 g) and triethylamine (0.5 g) in dichloromethane (5 ml) with stirring under nitrogen at 0° C. The mixture was stirred at 0° C. for 1 hour and then allowed to warm up to ambient temperature and stirred at this temperature for 3 hours. Saturated aqueous sodium bicarbonate (5 ml) was added. The mixture was shaken and the organic layer separated. The aqueous layer was extracted with further dichloromethane. The combined organic extracts were dried, filtered and evaporated to give an oil which was dissolved in ether and treated with ethereal hydrogen chloride to give 2-[3-(imidazol-1-yl)propylamino]-2,2-dimethylethyl benzoate dihydrochloride, m.p. 198-199° C., after recrystallisation from ethanol.

後処理

  1. stirringThe mixture was stirred at 0° C. for 1 hour
  2. temperatureto warm up to ambient temperature
  3. stirringstirred at this temperature for 3 hours
  4. stirringThe mixture was shaken
  5. customthe organic layer separated
  6. extractionThe aqueous layer was extracted with further dichloromethane
  7. customThe combined organic extracts were dried
  8. filtrationfiltered
  9. customevaporated
  10. customto give an oil which

出典と根拠

ORDレコード
ord-98655d194b8d473187f126afff09e616
出典データセット
uspto-grants-2000_02
特許番号
US06031109

反応ノート

読み込み中…