Mesityl oxide → HCID 20570470, compound
Reaction equation
[O:1]=[C:2]([CH:4]=[C:5]([CH3:7])[CH3:6])[CH3:3].[C:8]([O:12][O:13][C:14]([CH3:23])([CH3:22])[CH2:15][CH2:16][C:17]([O:20][OH:21])([CH3:19])[CH3:18])([CH3:11])([CH3:10])[CH3:9]>>[CH3:6][C:5]([O:21][O:20][C:17]([CH3:19])([CH3:18])[CH2:16][CH2:15][C:14]([O:13][O:12][C:8]([CH3:11])([CH3:10])[CH3:9])([CH3:23])[CH3:22])([CH2:4][C:2](=[O:1])[CH3:3])[CH3:7]Participants
Procedure
A mixture of 19.62 g. (0.20 mole) of mesityl oxide, 61.40 g. (0.22 mole) of 4-t-butylperoxy-1,1,4,4-tetramethylbutyl hydroperoxide (84%) and 10.0 g. of Amberlyst 15® sulfonic acid type ion exchange resin was stirred for 16 hours at 28°-30° C. and then at 35° C. for 4 hours. The resin was separated by filtration and the filtrate subjected to steam distillation at 20 torr in the presence of sodium bicarbonate to maintain a slightly alkaline pH during the distillation. The distillation was ended when the removal of unreacted mesityl oxide was complete. The product was taken up in ether, the ether solution dried over anhydrous magnesium sulfate and the ether removed under reduced pressure. The product weighed 55.9 g. and was obtained in 84.4% yield.
Workup
- additionA mixture of 19.62 g
- customThe resin was separated by filtration
- distillationthe filtrate subjected to steam distillation at 20 torr in the presence of sodium bicarbonate
- temperatureto maintain a slightly alkaline pH
- distillationduring the distillation
- distillationThe distillation
- customthe removal of unreacted mesityl oxide
- dry with materialthe ether solution dried over anhydrous magnesium sulfate
- customthe ether removed under reduced pressure
- customand was obtained in 84.4% yield
Sources & evidence
- ORD record
- ord-3eb57120c65343c684ca9f074e534b52
- Source dataset
- uspto-grants-1981_09
- Patent number
- US04289914
Reaction notes
Loading…