2-(3-Amino-2-hydroxyphenyl)acetic acid → (2-Pentyl-benzoxazol-5-yl)-acetic acid

HRID 1170414Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1170414
[NH2:1][C:2]1[C:3](O)=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.Cl.C([O:16][C:17](=N)[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])C>CO>[CH2:18]([C:17]1[O:16][C:7]2[CH:6]=[CH:5][C:4]([CH2:8][C:9]([OH:11])=[O:10])=[CH:3][C:2]=2[N:1]=1)[CH2:19][CH2:20][CH2:21][CH3:22]

Komponenten

4

Edukt 2

HCID 177635762-(3-Amino-2-hydroxyphenyl)acetic acidHCID 18950931Ethyl hexanimidate hydrochloride

Produkt 1

HCID 68767623(2-Pentyl-benzoxazol-5-yl)-acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of (3-aminohydroxy-phenyl)-acetic acid (4.65 g, 27.8 mmol) in methanol (79 ml) was treated with hexanimidic acid ethyl ester hydrochloride (5.00 g, 27.8 mmol) and stirred for 14 hours at RT. The solvent was evaporated in vacuum and the residue purified by silica gel chromatography (eluent: DCM/methanol 10/1). Crystallization from Cyclohexane/n-pentane provided the title compound as colorless crystals. mp: 58.2/57.1° C.

Aufarbeitung

  1. customThe solvent was evaporated in vacuum
  2. customthe residue purified by silica gel chromatography (eluent: DCM/methanol 10/1)
  3. customCrystallization from Cyclohexane/n-pentane

Quellen und Nachweise

ORD-Eintrag
ord-b87e68afe0d9417c844da0d505ae2218
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07825260B2

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