Pyridine → N-(11-Carbomethoxyundecanoyl)-2-hydroxyaniline

HRID 1290717Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1290717
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].N1C=CC=CC=1.[C:15]([O:30][CH3:31])(=[O:29])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([O-])=[O:27]>C(Cl)Cl>[C:15]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8])=[O:27])([O:30][CH3:31])=[O:29]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 58012-AminophenolHCID 22672980Dodecanedioic acid, monomethyl ester

Produkt 1

HCID 18795789N-(11-Carbomethoxyundecanoyl)-2-hydroxyaniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel3×

Versuchsvorschrift

To a stirred near solution of 2-aminophenol (0.24 g, 2.2 mM) in anhydrous methylene chloride (25 mL) was added dry pyridine (0.66 mL) and the mixture cooled in an ice-water bath. A solution of (7) (0.525 g, 2.0 mM) in methylene chloride (2 mL) was added over 1 minute (2×1.5 mL methylene chloride rinses), and the mixture allowed to stir cold. After 30 minutes the bath was removed. After stirring overnight at ambient temperatures, the mixture was filtered, the solvents removed in vacuo, and the residue pumped to remove all traces of pyridine. The product, (44) was used as is in subsequent steps.

Aufarbeitung

  1. temperaturethe mixture cooled in an ice-water bath
  2. customAfter 30 minutes the bath was removed
  3. stirringAfter stirring overnight at ambient temperatures
  4. filtrationthe mixture was filtered
  5. customthe solvents removed in vacuo
  6. customto remove all traces of pyridine

Quellen und Nachweise

ORD-Eintrag
ord-d0b992ae376147b9b6b103338a8fd4ff
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05753641

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