4-Methoxyphenol → HCID 22119381, compound

HRID 1422302Notes

Reaction equation

HRID 1422302 reaction equation
[Br-:1].[CH2:2]([P+:6]([CH2:14][CH2:15][CH2:16][CH3:17])([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:7][CH2:8][OH:9])[CH2:3][CH2:4][CH3:5].COC1C=CC(O)=CC=1.[C:27](Cl)(=[O:31])[C:28]([CH3:30])=[CH2:29]>C(#N)C>[Br-:1].[CH2:10]([P+:6]([CH2:2][CH2:3][CH2:4][CH3:5])([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:7][CH2:8][O:9][C:27](=[O:31])[C:28]([CH3:30])=[CH2:29])[CH2:11][CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 90154-MethoxyphenolHCID 13528Methacryloyl chlorideHCID 18779295HCID 18779295, compound

Product 1

HCID 22119381HCID 22119381, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Into a 1 L-four-necked flask equipped with a stirrer, a thermometer and a distillation line, was added the obtained tri-n-butyl(2-hydroxyethyl)phosphonium bromide dissolved in 500 ml of acetonitrile. The solution was heated under a normal pressure with stirring and about 200 ml of acetonitrile was distilled out. A condenser having a calcium chloride tube was installed and 1.5 g of hydroquinone monomethyl ether was added as a polymerization inhibitor, and 75.8 g (0.725 mol) of methacryloyl chloride was added thereto dropwise at 50° C. over 2 hours through a dropping funnel, then the solution was maturated for 3 hours at the same temperature.

Workup

  1. customInto a 1 L-four-necked flask equipped with a stirrer
  2. temperatureThe solution was heated under a normal pressure
  3. distillationabout 200 ml of acetonitrile was distilled out
  4. customA condenser having
  5. customa calcium chloride tube was installed
  6. additionwas added
  7. waitthe solution was maturated for 3 hours at the same temperature

Sources & evidence

ORD record
ord-49711cd9b302410d95f190b72bc45c0a
Source dataset
uspto-grants-2000_06
Patent number
US06080885

Reaction notes

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