Benzene → 2-Pentanone, 4-methyl-4-phenyl-
Reaction equation
[O:1]=[C:2]([CH:4]=[C:5]([CH3:7])[CH3:6])[CH3:3].[Cl-].[Al+3].[Cl-].[Cl-].[CH:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH3:6][C:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([CH3:7])[CH2:4][C:2](=[O:1])[CH3:3]Participants
4
Procedure
Mesityl oxide (5.9 g, 60.2 mmol) was added drop-wise to a solution of aluminum chloride (10.3 g, 77.4 mmol) in 100 mL of benzene at 0° C. After stirring and warming up to room temperature for 4 h, the mixture was poured to 100 mL of ice-water mixture, extracted with diethyl ether (3×15 mL), and washed with saturated sodium bicarbonate (1×15 mL) and brine (1×15 mL). After the extract was dried (MgSO4) and concentrated at reduced pressure, high-vacuum distillation of the crude afforded the title compound (7.8 g, 74% yield) as a colorless oil:
Workup
- extractionextracted with diethyl ether (3×15 mL)
- washwashed with saturated sodium bicarbonate (1×15 mL) and brine (1×15 mL)
- dry with materialAfter the extract was dried (MgSO4)
- concentrationconcentrated at reduced pressure, high-vacuum distillation of the crude
Sources & evidence
- ORD record
- ord-4d957bf4d65143f9a15bb22cfd0e0825
- Source dataset
- uspto-grants-2009_01
- Patent number
- US07476673B2
Reaction notes
Loading…