Ethanol → Ethyl 4-(t-Butoxycarbonylamino)-2-hydroxybenzoate

HRID 49943

Reaktionsgleichung

Reaktionsgleichung von HRID 49943
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[C:11]([OH:18])[CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.CN(C)[CH2:22][CH2:23]CN=C=NCC.C(O)C>CN(C)C1C=CN=CC=1.ClCCl>[C:1]([O:5][C:6]([NH:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([O:15][CH2:22][CH3:23])=[O:14])=[C:11]([OH:18])[CH:10]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Komponenten

6

Edukt 3

HCID 702EthanolHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 103324764-(((Tert-butoxy)carbonyl)amino)-2-hydroxybenzoic acid

Produkt 1

HCID 17834349Ethyl 4-(t-Butoxycarbonylamino)-2-hydroxybenzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A mixture of 1.2 g of 4-(t-butoxycarbonylamino)-2-hydroxybenzoic acid, 900 mg of 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (WSC·HCl), 550 mg of 4-dimethylaminopyridine, 1 ml of ethanol and 30 ml of dichloromethane was stirred at room temperature. The reaction mixture was treated with dichloromethane as the extracting solvent in an ordinary manner and then purified by the silica gel chromatography (ethyl acetate/hexane) to obtain the title compound.

Aufarbeitung

  1. custompurified by the silica gel chromatography (ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-6ad0c6b22fd34371956974c9cbee2ff2
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06710056B2

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