Pyridine → 2-Methyl-2,4-pentanediol dibenzoate

Reaktionsgleichung

[CH3:1][C:2]([OH:8])([CH2:4][CH:5]([OH:7])[CH3:6])[CH3:3].N1C=C[CH:12]=[CH:11][CH:10]=1.[C:15](Cl)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[O:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1>>[C:15]([O:8][C:2]([CH3:3])([CH2:4][CH:5]([O:7][C:28](=[O:24])[C:27]1[CH:12]=[CH:11][CH:10]=[CH:25][CH:26]=1)[CH3:6])[CH3:1])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

Edukt 4

HCID 1049Pyridine

HCID 7412Benzoyl chloride

HCID 7870Hexylene Glycol

HCID 8028Tetrahydrofuran

Produkt 1

HCID 193919182-Methyl-2,4-pentanediol dibenzoateAusbeute 88 %

Versuchsvorschrift

To 0.03 mol 2-methyl-2,4-pentanediol were added 30 ml tetrahydrofuran and 0.09 mol pyridine, then added 0.075 mol benzoyl chloride with stirring. The reaction was heated refluxing for 4 hours, cooled and added 20 ml saturated saline. The reaction mixture was extracted with ethyl acetate, and the extract was dried over anhydrous sodium sulfate, filtered. After removing solvent, the crude was purified by column chromatography to give 2-methyl-2,4-pentanediol dibenzoate as a colorless liquid, and the yield was 88%.