Malonic Acid → 1-Vinylnaphthalene
Reaction equation
[C:1](O)(=O)[CH2:2][C:3](O)=O.N1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[CH:2]([C:3]1[C:13]2[C:12](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:11]=[CH:10][CH:9]=1)=[CH2:1]Participants
Reactant 2
Product 1
Procedure
1-Hydrox-2-naphthylaldehyde was mixed with sodium ethoxide, and ethanol was removed to obtain sodium salt of 1-hydroxy-2- naphthylaldehyde. Subsequently, benzoyl chloride was dropped to the salt to obtain 1-benzoyloxy-2-naphthol-aldehyde. 0.9 mol of malonic acid was added to 0.25 mol of 1-benzoyloxy-2-naphthol-aldehyde, and 10 ml of pyridine was added thereto and reacted at a temperature of 110° C. for 2 hours to obtain 1-benzoyloxy-2-β-carboxyl)vinylnaphthalene. 0.14 mol of the 1-benzoyloxy-2-β-carboxyl)vinylnaphthalene was dissolved in 100 ml of quinoline, and 5 g of copper powder was added thereto and reacted for further one hour at a temperature of 220° C. to obtain 1-benzoyloxy-2-vinylnaphthalane. Next, 0.1 mol of 1-benzoyloxy-2-vinylnaphthalane was polymerized in benzene in the presence of AIBN in the same manner as in Synthetic Example 1 to obtain poly(1-benzoyloxynaphthalene). The poly(1-benzoyloxyvinylnaphthalane) of an amount corresponding to 0.5 mol of the monomer was dissolved in acetone, and 1 g of aqueous 1N sodium hydroxide solution was added thereto and heated to obtain poly(vinylnaphthol) (Resin B). The obtained polymer was purified by reprecipitating it in an acetone-water-oxalic acid solution.
Workup
- additionwas added
- customreacted at a temperature of 110° C. for 2 hours
Sources & evidence
- ORD record
- ord-5b1dca1f27384b028306a9a4048c96d2
- Source dataset
- uspto-grants-1999_07
- Patent number
- US05928841
Reaction notes
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