Phthalic Anhydride → 1,2-Benzenedicarboxylic acid, 1-(2-((1-oxo-2-propen-1-yl)oxy)ethyl) ester
Reaction equation
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[C:12]([O:16][CH2:17][CH2:18][OH:19])(=[O:15])[CH:13]=[CH2:14]>C(N(CC)CC)C>[C:12]([O:16][CH2:17][CH2:18][O:19][C:4](=[O:5])[C:3]1[C:2](=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:1]([OH:6])=[O:11])(=[O:15])[CH:13]=[CH2:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 75 °C
Procedure
Phthalic anhydride (112.1 grams), 2-hydroxyethyl acrylate (87.9 grams), and triethylamine (0.44 grams) were mixed in a round bottom flask. A small amount of dry air was bubbled into the liquid reaction mixture. The reaction mixture was mixed and heated to 75° C. and held at that temperature for six hours. The product was cooled to room temperature. NMR was used to confirm that the product was phthalic acid mono-(2-acryloyloxy-ethyl)ester. The product partially crystallized over time. The product was mixed with 1-methoxy-2-propanol to obtain a 50 weight percent solution.
Workup
- customA small amount of dry air was bubbled into the liquid reaction mixture
- additionThe reaction mixture was mixed
- temperatureThe product was cooled to room temperature
- customThe product partially crystallized over time
- additionThe product was mixed with 1-methoxy-2-propanol
- customto obtain a 50 weight percent solution
Sources & evidence
- ORD record
- ord-f72cfea3e5c945f8bfb22e5438733233
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08808549B2
Reaction notes
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