Triethylamine → Pent-3-en-2-yl 2-methylprop-2-enoate
Reaction equation
[CH3:1][CH:2]([OH:6])[CH:3]=[CH:4][CH3:5].C(N(CC)CC)C.[C:14](Cl)(=[O:18])[C:15]([CH3:17])=[CH2:16]>ClCCl>[C:14]([O:6][CH:2]([CH3:1])[CH:3]=[CH:4][CH3:5])(=[O:18])[C:15]([CH3:17])=[CH2:16]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
A 1-liter flask was charged with 43.9 g (0.51 mol) of 3-penten-2-ol, 51.6 g (0.51 mol) of triethylamine and 300 ml of dichloromethane, and the mixture was cooled down to 0° C. While stirring the mixture at 0° C., 52.3 g (0.50 mol) of methacryloyl chloride were added dropwise over 1 hour, and the mixture was stirred additionally for 5 hours at room temperature. Solids were separated by filtration from the resultant reaction mixture, and the filtrate was washed 3 times with water and then distilled in the presence of 5 g of p-methoxyphenol to obtain 42.4 g of 1-methyl-2-butenyl methacrylate.
Workup
- stirringthe mixture was stirred additionally for 5 hours at room temperature
- customSolids were separated by filtration from the resultant
- customreaction mixture
- washthe filtrate was washed 3 times with water
- distillationdistilled in the presence of 5 g of p-methoxyphenol
Sources & evidence
- ORD record
- ord-1ff43a5e75264eadb719626292af818e
- Source dataset
- uspto-grants-2001_10
- Patent number
- US06309795B1
Reaction notes
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