2-Chloroethanol → 2-Chloroethyl methacrylate

HRID 1840236Notes

Reaction equation

HRID 1840236 reaction equation
[Cl:1][CH2:2][CH2:3][OH:4].[CH2:5](N(CC)CC)C.Cl[C:13](=[CH2:17])[C:14]([O-:16])=O.O>C(OCC)C>[Cl:1][CH2:2][CH2:3][O:4][C:14](=[O:16])[C:13]([CH3:17])=[CH2:5]

Participants

6

Procedure

A solution was prepared by dissolving 25 g of 2-chloroethanol (310 mmol) and 37.7 g of triethylamine (372.6 mmol) in 70 g of diethylether. Next, 33.72 g of chloroacrylate (272.6 mmol) dissolved in 70 g of diethylether was added drop wise to the solution at ambient temperatures with agitation being carried out for four hours. During the reaction, the reaction flask was cooled with water. The resulting solution was then washed with 300 g of water, 300 g of KHCO3 (aq), and 300 g of NaCl (aq). The organic phase was dried with Na2SO4, and the diethylether was removed by distillation. The yield of the chloroethylacrylate was 91%.

Workup

  1. customA solution was prepared
  2. additionwas added drop wise to the solution at ambient temperatures with agitation
  3. customDuring the reaction
  4. washThe resulting solution was then washed with 300 g of water, 300 g of KHCO3 (aq), and 300 g of NaCl (aq)
  5. dry with materialThe organic phase was dried with Na2SO4
  6. customthe diethylether was removed by distillation

Sources & evidence

ORD record
ord-9f68619a31444343b7486598ae4b171d
Source dataset
uspto-grants-2004_01
Patent number
US06680160B2

Reaction notes

Loading…