Triethylamine → 2-Bromoethyl methacrylate

HRID 1910365Notes

Reaction equation

HRID 1910365 reaction equation
[Br:1][CH2:2][CH2:3][OH:4].[C:5](Cl)(=[O:9])[C:6]([CH3:8])=[CH2:7].C(N(CC)CC)C>O1CCCC1>[C:5]([O:4][CH2:3][CH2:2][Br:1])(=[O:9])[C:6]([CH3:8])=[CH2:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 108982-BromoethanolHCID 13528Methacryloyl chloride

Product 1

HCID 782712-Bromoethyl methacrylateYield 90%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A reactor was charged with 12.50 g (100 mmol) of 2-bromoethanol and 100 ml of tetrahydrofuran (THF) at 0° C. in a nitrogen atmosphere. After the dropwise addition of 10.45 g (100 mmol) of methacrylic chloride and 11.13 g (110 mmol) of triethylamine, the mixture was reacted at 25° C. for 30 minutes with stirring. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, and the residue was purified by distillation to obtain 17.30 g of 2-bromoethyl methacrylate shown by the following formula (M-20′) (yield: 90%).

Workup

  1. customthe mixture was reacted at 25° C. for 30 minutes
  2. customAfter completion of the reaction
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. distillationthe residue was purified by distillation

Sources & evidence

ORD record
ord-2561f964dd4c4698b135838715896a17
Source dataset
uspto-grants-2013_12
Patent number
US08603726B2

Reaction notes

Loading…