Reaction equation
[CH2:1]([O:3][CH:4]=[CH2:5])[CH3:2].C1C2NC3C(=CC=CC=3)SC=2C=CC=1.[C:20]([OH:25])(=[O:24])[C:21]([CH3:23])=[CH2:22].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.C(=O)([O-])O.[Na+].S([O-])([O-])(=O)=O.[Na+].[Na+]>>[C:20]([O:25][CH:1]([O:3][CH2:4][CH3:5])[CH3:2])(=[O:24])[C:21]([CH3:23])=[CH2:22]Participants
Conditions
- Temperature
- 25 °C
Procedure
In 144.2 parts by weight (2 mol equivalent) of ethylvinyl ether, 0.5 parts by weight of phenothiazine were added. Then, 86.1 parts by weight (1 mol equivalent) of methacrylic acid were added dropwise while cooling the reaction system at 10° C. or less, and the mixture was stirred for 4 hours at room temperature (25° C.). After adding 5.0 parts by weight of pyridinium p-toluenesulfonate, the mixture was stirred for 2 hours at room temperature and allowed to stand overnight at room temperature. To the reaction solution, 5 parts by weight of sodium hydrogen carbonate and 5 parts by weight of sodium sulfate were added, and the mixture was stirred for 1 hour at room temperature. After removing insoluble substances by filtering, the resultant solution was concentrated under reduced pressure at 40° C. or lower. The residue, a yellow oily substance, was distilled under reduced pressure, thereby obtaining a colorless oily substance, i.e., 134.0 parts by weight of 1-ethoxyethyl methacrylate (MAEVE) as a fraction having a boiling point (b.p.) of 43 to 45° C. at 7 mmHg.
Workup
- temperaturewhile cooling the reaction system at 10° C. or less
- stirringthe mixture was stirred for 2 hours at room temperature
- waitto stand overnight at room temperature
- stirringthe mixture was stirred for 1 hour at room temperature
- customAfter removing insoluble substances
- filtrationby filtering
- concentrationthe resultant solution was concentrated under reduced pressure at 40° C.
- distillationThe residue, a yellow oily substance, was distilled under reduced pressure
Sources & evidence
- ORD record
- ord-04a524dad57441f386aec8bb530611e2
- Source dataset
- uspto-grants-2014_01
- Patent number
- US08628907B2
Linked notes
Loading…