Water → HCID 22173746, compound

HRID 1840235Notes

Reaction equation

HRID 1840235 reaction equation
[CH2:1]([OH:6])[C:2]([Br:5])([Br:4])[Br:3].C(N(CC)CC)C.[C:14](Cl)(=[O:18])[C:15]([CH3:17])=[CH2:16].O>C(OCC)C>[Br:3][C:2]([Br:5])([Br:4])[CH2:1][O:6][C:14](=[O:18])[C:15]([CH3:17])=[CH2:16]

Participants

6

Reactant 4

HCID 962WaterHCID 6400TribromoethanolHCID 8471TriethylamineHCID 13528Methacryloyl chloride

Product 1

HCID 22173746HCID 22173746, compoundYield 52.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A first solution comprising tribromoethanol (50 g, 177 mmol) and triethylamine (19.73 g, 195 mmol) dissolved in 70 g of diethylether was prepared. A second solution comprising methacryloyl chloride (20.39 g, 195 mmol) dissolved in 70 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 32.85 g of TBEMA (52.9% 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
  5. customto yield 32.85 g of TBEMA (52.9% yield)

Sources & evidence

ORD record
ord-0356b1708dd44272977da947da850da6
Source dataset
uspto-grants-2004_01
Patent number
US06680160B2

Reaction notes

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