Acetic Acid → HCID 13335396, compound
Reaction equation
O[C:2]1([CH3:13])[CH:6]=[CH:5][C:4](=[O:7])[CH:3]1[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:14]([OH:17])(=[O:16])[CH3:15]>>[CH2:8]([C:3]1[C:4](=[O:7])[CH2:5][CH:6]([O:17][C:14](=[O:16])[CH3:15])[C:2]=1[CH3:13])[CH2:9][CH2:10][CH2:11][CH3:12]Participants
3
Procedure
In the same apparatus as in Example 1, 3-hydroxy-2-n-pentyl-3-methyl-4-cyclopentenone (18.2 g) and acetic acid (55 ml) were charged and heated under reflux for 15 hours with agitation. After the completion of the reaction, acetic acid was evaporated off under reduced pressure. The residue was extracted with toluene (80 ml) and water (50 ml) and treated as in Example 1 to obtain 2-n-pentyl-3-methyl-4-acetoxy-2-cyclopentenone (20.6 g). Yield, 92%. B.P., 125°-135° C./0.2-0.5 mmHg.
Workup
- temperatureheated
- temperatureunder reflux for 15 hours with agitation
- customwas evaporated off under reduced pressure
- extractionThe residue was extracted with toluene (80 ml) and water (50 ml)