Ethanol → HCID 118268374, Verbindung
Reaktionsgleichung
[CH:1]1([S:4][C:5]2[CH:10]=[CH:9][C:8]([CH2:11][C:12]([OH:14])=[O:13])=[CH:7][CH:6]=2)[CH2:3][CH2:2]1.S(Cl)(Cl)=O.[CH2:19](O)[CH3:20]>>[CH2:19]([O:13][C:12](=[O:14])[CH2:11][C:8]1[CH:9]=[CH:10][C:5]([S:4][CH:1]2[CH2:2][CH2:3]2)=[CH:6][CH:7]=1)[CH3:20]Komponenten
Versuchsvorschrift
[4-(Cyclopropylthio)phenyl]acetic acid (13.1 g) was dissolved into ethanol (52 mL). Then, thionyl chloride (5.51 mL) was added dropwise while cooling by an ice bath, and the resulting mixture was stirred for 90 minutes at room temperature. This reaction mixture was concentrated under reduced pressure, and the resulting residue was dissolved in ethyl acetate (125 mL). This ethyl acetate solution was washed with water (4×25 mL) and then a saturated aqueous sodium carbonate solution (25 mL). The resulting mixture was dried over anhydrous sodium sulfate, then filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluant; hexane:ethyl acetate=3:1) to obtain ethyl[4-(cyclopropylthio)phenyl]acetate (15.5 g).
Aufarbeitung
- temperaturewhile cooling by an ice bath
- concentrationThis reaction mixture was concentrated under reduced pressure
- dissolutionthe resulting residue was dissolved in ethyl acetate (125 mL)
- washThis ethyl acetate solution was washed with water (4×25 mL)
- dry with materialThe resulting mixture was dried over anhydrous sodium sulfate
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customThe resulting residue was purified by silica gel column chromatography (eluant; hexane:ethyl acetate=3:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-6966b730f59a402eae078b5e54155911
- Quelldatensatz
- uspto-grants-2011_10
- Patentnummer
- US08034819B2
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