Ethyl Acetate → HCID 86677484, Verbindung
Reaktionsgleichung
[CH3:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:14][CH2:15][OH:16].C(N(CC)C(C)C)(C)C.[CH3:26][S:27](Cl)(=[O:29])=[O:28].C(OCC)(=O)C>ClCCl>[CH3:26][S:27]([O:16][CH2:15][CH2:14][C:3]1[N:4]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=2)[S:6][C:2]=1[CH3:1])(=[O:29])=[O:28]Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a yellow solution of 2-(5-methyl-2-p-tolylthiazol-4-yl)ethanol (200 mg, 857 μmol) in dichloromethane (3 mL) was added N,N-diisopropylethylamine (166 mg, 225 μL, 1.29 mmol) at RT. Methanesulfonyl chloride (113 mg, 76.8 μL, 986 μmol) was added at 0-5° C. and stirring was continued for 4 h at 0° C. The reaction mixture was poured into ethyl acetate (25 mL) and extracted with KHSO4 (10% aqueous solution, 15 mL). The organic phase was washed with water (2×15 mL) and brine (1×20 mL). The aqueous layers were back-extracted with ethyl acetate (1×25 mL) and the combined organic layer was dried over MgSO4 and concentrated in vacuo to give 280 mg (99%) of yellow oil which was used without further purification for the next step.
Aufarbeitung
- extractionextracted with KHSO4 (10% aqueous solution, 15 mL)
- washThe organic phase was washed with water (2×15 mL) and brine (1×20 mL)
- extractionThe aqueous layers were back-extracted with ethyl acetate (1×25 mL)
- dry with materialthe combined organic layer was dried over MgSO4
- concentrationconcentrated in vacuo
Quellen und Nachweise
- ORD-Eintrag
- ord-1e23a40331c446798a44d7d994cf08e0
- Quelldatensatz
- uspto-grants-2014_07
- Patentnummer
- US08772510B2
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