Water → HCID 131721419, compound

HRID 430908Notes

Reaction equation

HRID 430908 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4](S([O-])(=O)=O)=[CH:3][CH:2]=1.[NH+]1C=CC=[CH:14][CH:13]=1.O.[O:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>>[CH2:20]([O:19][CH2:24][CH2:23][O:22][C:4]1[CH:5]=[CH:6][C:1]([CH:11]=[CH2:13])=[CH:2][CH:3]=1)[CH3:21].[OH:19][C:24]1[CH:23]=[CH:11][C:1]([CH:6]=[CH2:5])=[CH:2][CH:3]=1.[CH3:11][C:1]1[CH:6]=[CH:5][C:4]([CH:13]=[CH2:14])=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 962WaterHCID 312751,4-DioxaneHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)

Product 1

HCID 131721419HCID 131721419, compound

Procedure

15.0 Grams of poly(p-hydroxystyrene/p-methylstyrene) obtained in above (2) and 3.5 g of ethylvinyl ether were dissolved in 150 ml of 1,4-dioxane and a catalytic amount of pyridinium p-toluenesulfonate was added thereto, followed by conducting a reaction at room temperature for 24 hours with stirring. After the reaction, the resultant was poured into 5000 ml of water to precipitate out. The precipitated polymer was filtered, washed with water and dried under reduced pressure to give 11.5 g of poly(p-1-ethoxyethoxystyrene/p-hydroxystyrene/p-methylstyrene) as white powders. A ratio of p-1-ethoxyethoxystyrene unit, p-hydroxystyrene unit and p-methylstyrene unit in the obtained polymer was about 35:60:5 by 1HNMR measurement. Mw: about 18000, Mw/Mn: 1.86 by GPC method (polystyrene as standard).

Workup

  1. customa reaction at room temperature for 24 hours
  2. customAfter the reaction
  3. customto precipitate out
  4. filtrationThe precipitated polymer was filtered
  5. washwashed with water
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-c53d049c93df4cb4b97b990e5359fc6f
Source dataset
uspto-grants-2003_12
Patent number
US06656660B1

Reaction notes

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