2-Aminophenol → 867353-53-5

HRID 2354140Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2354140
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][C:11]([OH:13])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[OH:21].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[C:1]([O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][C:11](=[O:13])[NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[OH:21])([CH3:2])([CH3:3])[CH3:4]

Komponenten

5

Edukt 3

HCID 58012-AminophenolHCID 10868DicyclohexylcarbodiimideHCID 76809N-((1,1-dimethylethoxy)carbonyl)-beta-alanine

Produkt 1

HCID 51284468867353-53-5

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a suspension of 3-tert-Butoxycarbonylamino-propionic acid (5-1) (1.0 g, 5.3 mmol) and 2-aminophenol (5-2) (578 mg, 5.3 mmol) in dichloromethane (10 mL) was added N,N′-dicyclo hexyl carbodiimide (1.3 g, 6.4 mmol). The resulting mixture was stirred at room temperature overnight. The volatile solvents were removed by rotovap evaporation then the reaction mixture was directly purified by silica gel chromatography (10-100% Hexane/Ethyl Acetate) to recover the desired product (5-3) as white solid: 1H-NMR (500 MHz, d4-CD3OD) δ7.43 (m, 1H), 6.88 (m, 1H), 6.76 (m, 1H), 6.70 (m, 1H), 3.29 (m, 2H), 2.48 (m, 2H), 1.29 (s, 9H).

Aufarbeitung

  1. customThe volatile solvents were removed by rotovap evaporation
  2. customthe reaction mixture was directly purified by silica gel chromatography (10-100% Hexane/Ethyl Acetate)
  3. customto recover the desired product (5-3) as white solid

Quellen und Nachweise

ORD-Eintrag
ord-f3dfb09129fc459fa6c9223fc23796ab
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07750151B2

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