Acetic Acid → Methyl 7-[acetyl(4-hydroxynonyl)amino]heptanoate

HRID 1288357Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1288357
[N+](=[CH2:3])=[N-].[OH:4][CH:5]([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH2:6][CH2:7][CH2:8][N:9]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])[C:10](=[O:12])[CH3:11].C(O)(=O)C>CCOCC>[OH:4][CH:5]([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH2:6][CH2:7][CH2:8][N:9]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:3])=[O:20])[C:10](=[O:12])[CH3:11]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 9550DiazomethaneHCID 215039297-[Acetyl(4-hydroxynonyl)amino]heptanoic acid

Produkt 1

HCID 21503968Methyl 7-[acetyl(4-hydroxynonyl)amino]heptanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

A solution of diazomethane (approx. 2.5 g., 0.06 mole) in ether (100 ml.) is mixed with a solution of 7-[N-(4-hydroxynonyl)acetamido]heptanoic acid (9.8 g., 0.03 mole) (Example 1, Step C) in ether (50 ml.). The resulting solution is allowed to stand 4 hours at room temperature. Acetic acid is then added to destroy the excess diazomethane and the solution is washed with dilute sodium bicarbonate solution and water and dried over sodium sulfate. Evaporation of volatile materials at reduced pressure yields methyl 7-[N-(4-hydroxynonyl)acetamido]-heptanoate as a viscous oil.

Aufarbeitung

  1. customto destroy the excess diazomethane
  2. washthe solution is washed with dilute sodium bicarbonate solution and water
  3. dry with materialdried over sodium sulfate
  4. customEvaporation of volatile materials at reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c447b90e60f24bd4bbd58883649da5f2
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03987091

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