4-Methoxyphenol → HCID 18779285, compound

HRID 1422301Notes

Reaction equation

HRID 1422301 reaction equation
[Cl-].[CH2:2]([P+:6]([CH2:14][CH2:15]CC)([CH2:10][CH2:11]CC)[CH2:7][CH2:8][OH:9])[CH2:3]CC.COC1C=CC(O)=CC=1.[C:27]([Cl:32])(=[O:31])[C:28]([CH3:30])=[CH2:29]>C(#N)C>[Cl-:32].[CH2:14]([P+:6]([CH2:2][CH3:3])([CH2:10][CH3:11])[CH2:7][CH2:8][O:9][C:27](=[O:31])[C:28]([CH3:30])=[CH2:29])[CH3:15]

Participants

5

Reactant 3

HCID 90154-MethoxyphenolHCID 13528Methacryloyl chlorideHCID 10945936HCID 10945936, compound

Product 1

HCID 18779285HCID 18779285, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A distillation line was installed instead of the condenser and the obtained tri-n-butyl(2-hydroxyethyl)phosphonium chloride was dissolved in 500 ml of acetonitrile. The solution was heated under a normal pressure while stirring and about 200 ml of acetonitrile was distilled. A condenser having a calcium chloride tube was installed, 1.5 g of hydroquinone monomethyl ether was added as a polymerization inhibitor, and 85.9 g (0.822 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. temperatureThe solution was heated under a normal pressure
  2. distillationabout 200 ml of acetonitrile was distilled
  3. customA condenser having
  4. customa calcium chloride tube was installed
  5. additionwas added
  6. waitthe solution was maturated for 3 hours at the same temperature

Sources & evidence

ORD record
ord-85d9be26be814fc88a5d4bcafd868e9e
Source dataset
uspto-grants-2000_06
Patent number
US06080885

Reaction notes

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