Phenyl glycidyl ether → HCID 22154115, Verbindung
Reaktionsgleichung
[ClH:1].[NH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.[O:13]1[CH:15]([CH2:16][O:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:14]1>>[ClH:1].[OH:13][CH:15]([CH2:16][O:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:14][NH:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1Komponenten
Versuchsvorschrift
A mixture of p-(2-aminoethoxy)phenol hydrochloride (1.89 g) triethylamine (1.01 g) and 1,2-epoxy-3-phenoxypropane (1.5 g) was heated under reflux for 24 hours. The reaction mixture was cooled and the solvent was evaporated. The residue was partitioned between dichloromethane (100 ml) and 10% w/v potassium carbonate solution. The organic layer was separated, dried (HgSO4), and the solvent was evaporated. The residual oil was dissolved in ethyl acetate and dry hydrogen chloride was passed through the solution until no further solid precipitated. The precipitate was collected and recrystallised from methanol and ethyl acetate to give p-(2-[2-hydroxy-3-phenoxypropylamino]ethoxy)phenol hydrochloride (0.53 g), mp, 171°-172° C.; microanalysis: found C, 60.3; H, 6.7; N, 4.0; Cl, 10.6%; required for C17H22NClO4 : C, 60.1; H, 6.5; N, 4.1; Cl, 10.5%.
Aufarbeitung
- temperaturewas heated
- temperatureunder reflux for 24 hours
- temperatureThe reaction mixture was cooled
- customthe solvent was evaporated
- customThe residue was partitioned between dichloromethane (100 ml) and 10%
- customThe organic layer was separated
- dry with materialdried (HgSO4)
- customthe solvent was evaporated
- dissolutionThe residual oil was dissolved in ethyl acetate
- customprecipitated
- customThe precipitate was collected
- customrecrystallised from methanol and ethyl acetate
Quellen und Nachweise
- ORD-Eintrag
- ord-495c586983f04046824b39e968dc707c
- Quelldatensatz
- uspto-grants-1990_12
- Patentnummer
- US04977148
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