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

HRID 378624노트

반응식

HRID 378624 반응식
[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

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매2회HCID 8471Triethylamine용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-98655d194b8d473187f126afff09e616
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06031109

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