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

HRID 1288356노트

반응식

HRID 1288356 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 215039397-{Acetyl[4-(acetyloxy)nonyl]amino}heptanoic acid

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3cf42250a16b4ffcb89a28cc30b7260e
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03987091

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