2-Chloroethanol → 2-Chloroethyl methacrylate

HRID 2298735Notes

Reaction equation

HRID 2298735 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 chioroacrylate (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-d7d020e19e214cbdbe6900e72a899d2a
Source dataset
uspto-grants-2002_12
Patent number
US06495305B1

Reaction notes

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