Water → 2,2,2-Trichloroethyl acrylate

HRID 2298732

Reaction equation

HRID 2298732 reaction equation
[CH:1](Cl)([OH:5])[CH:2]([Cl:4])[Cl:3].C(N([CH2:12][CH3:13])CC)C.C([Cl:18])(=O)C=C.O.C([O:22][CH2:23]C)C>>[Cl:3][C:2]([Cl:18])([Cl:4])[CH2:1][O:5][C:23](=[O:22])[CH:12]=[CH2:13]

Participants

6

Reactant 5

HCID 962WaterHCID 3283Diethyl Ether2×HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 1194271,1,2-Trichloroethanol

Product 1

HCID 1817502,2,2-Trichloroethyl acrylateYield 78.9%

Procedure

A first solution including trichloroethanol (30 g, 201 mmol) and triethylamine (22.36 g, 221 mmol) dissolved in 50 g of diethylether was prepared. A second solution comprising acryloyl chloride (20 g, 221 mmol) dissolved in 50 g of diethylether was added dropwise to the first solution followed by stirring for four hours at room temperature. The resulting solution was then added to water, and the organic phase was extracted. The organic phase was distilled to yield 32.28 g of TCEA (78.9% yield).

Workup

  1. customwas prepared
  2. additionwas added dropwise to the first solution
  3. extractionthe organic phase was extracted
  4. distillationThe organic phase was distilled

Sources & evidence

ORD record
ord-d55e2980bf924dceb7cf6043b103ac70
Source dataset
uspto-grants-2002_12
Patent number
US06495305B1

Linked notes

Loading…