Water → HCID 22173746, compound

HRID 2298734Notes

Reaction equation

HRID 2298734 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-d2a8ef75d9a24cbdac455e3f8dc09ddc
Source dataset
uspto-grants-2002_12
Patent number
US06495305B1

Reaction notes

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