Acetic Anhydride → 2-Propenoic acid, 2-(acetyloxy)-, ethyl ester
Reaction equation
[C:1]([O:6][CH2:7][CH3:8])(=[O:5])[C:2]([CH3:4])=[O:3].[C:9](OC(=O)C)(=[O:11])[CH3:10]>O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(O)(=O)C>[C:9]([O:3][C:2](=[CH2:4])[C:1]([O:6][CH2:7][CH3:8])=[O:5])(=[O:11])[CH3:10]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 120 °C
Procedure
First, to a mixture of ethyl pyruvate (315 g, 2.7 mol) and acetic anhydride (554 g, 5.4 mol), p-toluenesulfonic acid monohydrate (8 g) was added. Then, the mixture was stirred under a nitrogen gas stream at 120° C. for 24 hours to obtain a reaction solution. Next, acetic acid generated by a reaction with excess acetic anhydride under reduced pressure (40 to 50 mmHg) was removed from the reaction solution. Thereafter, the residue was purified by reduced pressure distillation (35 to 40 mmHg, 90 to 103° C.) to obtain ethyl α-acetoxyacrylate (250 g, yield 58%).
Workup
- additionwas added
- customto obtain a reaction solution
- customwas removed from the reaction solution
- distillationThereafter, the residue was purified by reduced pressure distillation (35 to 40 mmHg, 90 to 103° C.)
Sources & evidence
- ORD record
- ord-8145e7bb54f94012b03842a0a38f85ab
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08968975B2
Reaction notes
Loading…