Water → HCID 86682561, Verbindung
Reaktionsgleichung
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].[Cl:11][C:12](Cl)([O:14]C(=O)OC(Cl)(Cl)Cl)Cl.N1C=CC=CC=1.O>C(Cl)Cl>[Cl:11][C:12]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])=[O:14]Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
Ethyl 5-hydroxypentanoate (1.12 g, 7.66 mmol) was dissolved in 25 mL of methylene chloride, triphosgene (772 mg, 0.34 equivalent), and pyridine (0.743 mL, 1.2 equivalent) were sequentially added while stirred at 0° C., and the mixture was stirred at room temperature for 1 hour. After completion of the reaction, water was added, and extraction operation (methylene chloride) was performed. The separated organic layer was washed using an aqueous saturated sodium chloride solution, and dried with magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain the crude product. This was purified by column chromatography (ethyl acetate:n-hexane=1:10) to obtain the title compound (972 mg) having the following physical property values.
Aufarbeitung
- stirringthe mixture was stirred at room temperature for 1 hour
- additionwas added
- extractionextraction operation (methylene chloride)
- washThe separated organic layer was washed
- dry with materialdried with magnesium sulfate
- distillationthe solvent was distilled off under reduced pressure
- customto obtain the crude product
- customThis was purified by column chromatography (ethyl acetate:n-hexane=1:10)
Quellen und Nachweise
- ORD-Eintrag
- ord-a38eb0cbc66f43bf8ca5aabdc4c4077d
- Quelldatensatz
- uspto-grants-2015_04
- Patentnummer
- US09006246B2
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