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Benzenepropanoic acid → Benzenepropanamide, N-[3-(1H-imidazol-1-yl)propyl]-

HRID 1589186
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반응식

HRID 1589186 반응식
[C:1]1([CH2:7][CH2:8][C:9]([OH:11])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.O1CCCC1.[N:29]1([CH2:34][CH2:35][CH2:36][NH2:37])[CH:33]=[CH:32][N:31]=[CH:30]1>O>[N:29]1([CH2:34][CH2:35][CH2:36][NH:37][C:9](=[O:11])[CH2:8][CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:33]=[CH:32][N:31]=[CH:30]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 107Benzenepropanoic acidHCID 8028TetrahydrofuranHCID 682631,1'-CarbonyldiimidazoleHCID 787361H-Imidazole-1-propanamine

생성물 1

HCID 3425920Benzenepropanamide, N-[3-(1H-imidazol-1-yl)propyl]-

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 1.50 g. of 3-phenylpropionic acid, 1.62 g. of 1,1'-carbonyldiimidazole, and 40 ml. of tetrahydrofuran was stirred for 3 hours and 2.0 g. of 1H-imidazole-1-propanamine was added. The mixture was stirred for 18 hours, 5 ml. of water was added, and the reaction mixture was heated at reflux temperature for 30 minutes. The mixture was concentrated and 10 ml. 1N sodium hydroxide and 100 ml. of methylene chloride were added. The layers were separated and the organic layer was washed with water, dried over magnesium sulfate, and concentrated. The desired product was obtained as an oil, which was converted to the fumarate salt, m.p. 90°-92° C.

후처리

  1. additionA mixture of 1.50 g
  2. temperaturethe reaction mixture was heated
  3. temperatureat reflux temperature for 30 minutes
  4. concentrationThe mixture was concentrated
  5. additionof methylene chloride were added
  6. customThe layers were separated
  7. washthe organic layer was washed with water
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-410357067c9743d69328c7a186ac6706
출처 데이터셋
uspto-grants-1986_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04568687

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