3-(4-Methyl-tetrahydro-pyran-4-yl)-acrylic acid ethyl ester → HCID 67528472, Verbindung
Reaktionsgleichung
C([O:3][C:4](=[O:14])[CH:5]=[CH:6][C:7]1([CH3:13])[CH2:12][CH2:11][O:10][CH2:9][CH2:8]1)C>CCO.[OH-].[Na+]>[CH3:13][C:7]1([CH:6]=[CH:5][C:4]([OH:14])=[O:3])[CH2:12][CH2:11][O:10][CH2:9][CH2:8]1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
To a solution of 3-(4-methyl-tetrahydro-pyran-4-yl)-acrylic acid ethyl ester (396 mg, 2.00 mmol, prepared as in STEP A above) in EtOH (10 mL), 6N aqueous NaOH (1 mL) was added dropwise. The resulting mixture was stirred at room temperature over night. The resulting mixture was concentrated and the resulting residue was dissolved in 20 mL of water. The resulting solution was washed twice with diethyl ether (10 mL), and the aqueous layer was acidified with 6N HCl and extracted thrice with DCM (20 mL). The DCM layers were combined, dried over Na2SO4 and concentrated in vacuo to yield 3-(4-methyl-tetrahydro-pyran-4-yl)-acrylic acid, which was used in next step without further purification.