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Acetic Anhydride → 7-{[4-(Acetyloxy)nonyl](carbamoyl)amino}heptanoic acid

HRID 1729931
ノート
印刷プレビュー

反応式

HRID 1729931 の反応式
[OH:1][CH:2]([CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:3][CH2:4][CH2:5][N:6]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17])[C:7]([NH2:9])=[O:8].[C:24](OC(=O)C)(=[O:26])[CH3:25]>C(OCC)C>[C:24]([O:1][CH:2]([CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:3][CH2:4][CH2:5][N:6]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17])[C:7]([NH2:9])=[O:8])(=[O:26])[CH3:25]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 215014417-[Carbamoyl(4-hydroxynonyl)amino]heptanoic acid

生成物 1

HCID 539457037-{[4-(Acetyloxy)nonyl](carbamoyl)amino}heptanoic acid

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
60 °C

実験手順

A mixture of 7-[1-(4hydroxynonyl)ureido]heptanoic acid (9.9 g., 0.03 mole) (Example 1, Step C) and acetic anhydride (6.1 g., 0.06 mole) is heated at 60° C. for 18 hours. The mixture is cooled and taken up in 80 ml. of ethyl ether. The solution is extracted with an ice-cold solution of 8 g. of sodium hydroxide in 150 ml. of water. The basis solution is separated and acidified with concentrated hydrochloric acid. The oil that separates is extracted into ether, washed with water and dried over sodium sulfate. The ether is evaporated and the residual oil is purified by chromatography on silica gel using 2% methanol in chloroform as the eluting solvent. Thus there is obtained 7-[1-(4-acetoxynonyl)ureido] heptanoic acid as a yellow oil.

後処理

  1. temperatureThe mixture is cooled
  2. extractionThe solution is extracted with an ice-cold solution of 8 g
  3. customThe basis solution is separated
  4. extractionThe oil that separates is extracted into ether
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. customThe ether is evaporated
  8. customthe residual oil is purified by chromatography on silica gel using 2% methanol in chloroform as the eluting solvent

出典と根拠

ORDレコード
ord-537c0d46c6654f0a888984f8e49d2622
出典データセット
uspto-grants-1976_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03989749

反応ノート

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