Ethanol → 7-[Acetyl(4-hydroxynonyl)amino]heptanoic acid

HRID 1288344노트

반응식

HRID 1288344 반응식
O1CCCCC1[O:7][CH:8]([CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:9][CH2:10][CH2:11][N:12]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O:24]CC)=[O:23])[C:13](=[O:15])[CH3:14].C(O)C.[OH-].[Na+]>Cl.O>[OH:7][CH:8]([CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:9][CH2:10][CH2:11][N:12]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([OH:24])=[O:23])[C:13](=[O:15])[CH3:14]

참가 물질

6

반응물 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 21503952HCID 21503952, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 313Hydrochloric Acid촉매HCID 962Water용매

실험 절차

A solution is prepared from ethyl 7-{N-[4-(2-tetrahydropyranyloxy)nonyl]acetamido}heptanoate (4.5 g., 0.01 mole), ethanol (50 ml.) and 4 drops of concentrated hydrochloric acid, and kept at ambient temperature for 4.5 hours. Then to the reaction mixture is added a solution of sodium hydroxide (0.72 g., 0.018 mole) in water (8 ml.) and the mixture is kept at ambient temperature for an additional twenty hours. Most of the ethanol is removed by evaportion in vacuo and the resulting solution is diluted with water (100 ml.). This solution is extracted, once with ether, then acidified with hydrochloric acid. The oil that separates is extracted into ether, the ethereal extract is dried over sodium sulfate, then the solvent is removed under vacuum to give 7-[N-(4-hydroxynonyl)acetamido]heptanoic acid as a yellow oil; pmr (CDCl3) δ 0.93 (3H,m CH3), 2.10 (3H,s CH3CO), 3.38 (4H,m NCH), 7.03 (2H,s COOH, OH).

후처리

  1. waitthe mixture is kept at ambient temperature for an additional twenty hours
  2. customMost of the ethanol is removed by evaportion in vacuo
  3. additionthe resulting solution is diluted with water (100 ml.)
  4. extractionThis solution is extracted, once with ether
  5. extractionThe oil that separates is extracted into ether
  6. extractionthe ethereal extract
  7. dry with materialis dried over sodium sulfate
  8. customthe solvent is removed under vacuum

출처 및 근거

ORD 기록
ord-5f506f6bde5c49ffaba41689b4f6b142
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03987091

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