Formic Acid → 2-(4-Benzyloxy-3-formylaminophenyl)ethylamine

HRID 1032537Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1032537
Cl.[NH2:2][CH2:3][CH2:4][C:5]1[CH:6]=[CH:7][C:8]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:9]([CH:11]=1)[NH2:10].[CH:20](O)=[O:21].C(OC(=O)C)(=O)C.O>C(Cl)(Cl)Cl>[CH2:13]([O:12][C:8]1[CH:7]=[CH:6][C:5]([CH2:4][CH2:3][NH2:2])=[CH:11][C:9]=1[NH:10][CH:20]=[O:21])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

6

Edukt 4

HCID 284Formic AcidHCID 962WaterHCID 7918Acetic AnhydrideHCID 1317165715-(2-Aminoethyl)-2-benzyloxyaniline, hydrochloride

Produkt 1

HCID 221660012-(4-Benzyloxy-3-formylaminophenyl)ethylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

2.7 g of 5-(2-aminoethyl)-2-benzyloxyaniline, hydrochloride, in 160 ml of chloroform is combined with 4 ml of a mixture of formic acid and acetic anhydride (3:5). After 5 minutes of agitation at room temperature, a small amount of water is added and the mixture completely evaporated. The residue is chromatographed on silica gel with methylene chloride/methanol 8:2. The thus-purified material is washed in methylene chloride with sodium bicarbonate solution. After evaporation, 1.5 g of 2-(4-benzyloxy-3-formylaminophenyl)ethylamine is obtained as a noncrystalline material.

Aufarbeitung

  1. customthe mixture completely evaporated
  2. customThe residue is chromatographed on silica gel with methylene chloride/methanol 8:2
  3. washThe thus-purified material is washed in methylene chloride with sodium bicarbonate solution
  4. customAfter evaporation

Quellen und Nachweise

ORD-Eintrag
ord-56613acd0d0746049b163828cf4a7ec4
Quelldatensatz
uspto-grants-1990_09
Patentnummer
US04958026

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