HCID 131723423, compound → Ethyl vinyl ether

HRID 2302128Notes

Reaction equation

HRID 2302128 reaction equation
[OH:1][C:2]1[CH:9]=CC(C=C)=CC=1.[CH3:10][C@@:11]12[CH:19]([C:20]([C:22]([O-:24])=O)=C)C[C@H](C1(C)C)C[CH2:12]2>O1CCOCC1>[CH:10]([O:1][CH2:2][CH3:9])=[CH2:11].[O:24]1[CH:22]=[CH:20][CH2:19][CH2:11][CH2:12]1

Participants

4

Reactant 1

HCID 131723423HCID 131723423, compound

Product 2

HCID 8023Ethyl vinyl etherHCID 80803,4-dihydro-2H-pyran

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In 150 ml of 1,4-dioxane were dissolved 15 g of poly(p-hydroxystyrene/isobornyl acrylate) obtained in the above (2) and 6 g of ethyl vinyl ether and 3.2 g of 3,4-dihydro-2H-pyrane and a catalytic amount of pyridinium p-toluenesulfonate was further added thereto, followed by conducting a reaction at room temperature for 24 hours with agitation. After the reaction, the reaction solution was poured into 2000 ml of ion-exchanged water to precipitate out. Crystal was recovered by filtration, washed with water and dried under reduced pressure to give 14.7 g of poly(p-tetrahydropyranyloxystyrene/p-1-methoxyethoxystyrene/isobornyl acrylate) as white powdery crystal. A ratio of p-tetrahydropyranyloxystyrene unit, p-1-methoxyethoxystyrene unit and isobornyl acrylate unit of the obtained polymer was found about 20:50:30 by 1HNMR measurement, and a weight-average molecular weight of the polymer was about 57000 by GPC measurement using polystyrene as a standard.

Sources & evidence

ORD record
ord-f0013879fa5d41a19dbf32eff7f657fd
Source dataset
uspto-grants-2002_08
Patent number
US06432608B1

Reaction notes

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