Triethylamine → 3-Methylbut-2-en-1-yl bromoacetate
Reaction equation
[CH3:1][C:2]([CH3:6])=[CH:3][CH2:4][OH:5].C(N(CC)CC)C.[Br:14][CH2:15][C:16](Br)=[O:17]>ClCCl>[Br:14][CH2:15][C:16]([O:5][CH2:4][CH:3]=[C:2]([CH3:6])[CH3:1])=[O:17]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-methyl-2-buten-1-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., 100.9 g (0.50 mol) of bromoacetyl bromide were added dropwise over 1 hour, followed by stirring further for 3 hours at room temperature. Solids were separated by filtration from the resultant reaction mixture, and the filtrate was washed 3 times with water and distilled to obtain 66.5 g of 3-methyl-2-butenyl bromoacetate.
Workup
- stirringby stirring further for 3 hours at room temperature
- customSolids were separated by filtration from the resultant
- customreaction mixture
- washthe filtrate was washed 3 times with water
- distillationdistilled
Sources & evidence
- ORD record
- ord-5ca740f336de49a8a42daa882b945945
- Source dataset
- uspto-grants-2000_01
- Patent number
- US06010826
Reaction notes
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