Water → 1-[3-(2-Hydroxyethyl)phenyl]-2-imidazolidinone
Reaktionsgleichung
C[O:2][C:3](=O)[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N:11]2[CH2:15][CH2:14][NH:13][C:12]2=[O:16])[CH:6]=1.[BH4-].[Li+].O>ClCCl>[OH:2][CH2:3][CH2:4][C:5]1[CH:6]=[C:7]([N:11]2[CH2:15][CH2:14][NH:13][C:12]2=[O:16])[CH:8]=[CH:9][CH:10]=1Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 20 °C
Versuchsvorschrift
Methyl[3-(2-oxo-1-imidazolidinyl)phenyl]acetate was dissolved in dry dichloromethane (10 vol). Lithium borohydride (2M solution in THF, 4.3 vol) was added dropwise over 1 hour at 20° C. The resulting suspension was stirred at 20° C. for 2.5 hours. Water (2 vol) is added dropwise at 20° C. over 60 minutes. The resulting suspension was concentrated to 2 vol and aqueous ammonium chloride solution (7%, acidity corrected with 10% hydrochloric acid to pH 3, 3 vol) was added. The suspension was stirred at 20° C. for 2 hours then filtered. The filter-cake was washed thoroughly with aqueous ammonium chloride solution (7%, acidity corrected with 10% hydrochloric acid to pH 3, 2 vol) and water (2 vol) until the filtrate had an acidity of pH 7. The filter-cake was dried at 80° C. to give the title compound (75% th.).
Aufarbeitung
- concentrationThe resulting suspension was concentrated to 2 vol and aqueous ammonium chloride solution (7%, acidity corrected with 10% hydrochloric acid to pH 3, 3 vol)
- additionwas added
- stirringThe suspension was stirred at 20° C. for 2 hours
- filtrationthen filtered
- washThe filter-cake was washed thoroughly with aqueous ammonium chloride solution (7%, acidity corrected with 10% hydrochloric acid to pH 3, 2 vol) and water (2 vol) until the filtrate
- customThe filter-cake was dried at 80° C.
Quellen und Nachweise
- ORD-Eintrag
- ord-341c257e72864b1c93810225ae146522
- Quelldatensatz
- uspto-grants-2009_09
- Patentnummer
- US07592346B2
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