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

HRID 1589186
ノート
印刷プレビュー

反応式

HRID 1589186 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-410357067c9743d69328c7a186ac6706
出典データセット
uspto-grants-1986_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04568687

反応ノート

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