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

HRID 1288356ノート

反応式

HRID 1288356 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](=[O:9])[CH3:8].[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](=[O:9])[CH3:8])(=[O:26])[CH3:25]

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 215039297-[Acetyl(4-hydroxynonyl)amino]heptanoic acid

生成物 1

HCID 215039397-{Acetyl[4-(acetyloxy)nonyl]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-[N-(4-hydroxynonyl)acetamido]-heptanoic acid (9.8 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 and ice-cold solution of 8 g. of sodium hydroxide in 150 ml. of water. The basic solution is separated and acidified with concentrated hydrochloric acid. The crude product 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 chromatoraphy on slica gel using 2% methanol in chloroform as the eluting solvent. There is obtained 7-[N-(4-acetoxynonyl)acetamido]heptanoic acid as a viscous oil.

後処理

  1. temperatureThe mixture is cooled
  2. extractionThe solution is extracted with and ice-cold solution of 8 g
  3. customThe basic solution is separated
  4. extractionThe crude product 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 chromatoraphy on slica gel

出典と根拠

ORDレコード
ord-3cf42250a16b4ffcb89a28cc30b7260e
出典データセット
uspto-grants-1976_10
特許番号
US03987091

反応ノート

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