4-Hydroxybenzaldehyde → HCID 88108663, compound

HRID 411766Notes

Reaction equation

HRID 411766 reaction equation
[CH:1]([C:3]([OH:20])=[C:4]=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12]C(OC(C)(C)C)=O)=[CH:8][CH:7]=1)=[CH2:2].[C:21]([O:24][CH:25]=[CH2:26])(=[O:23])[CH3:22].OC1C=CC(C=O)=CC=1>CN(C)C=O>[CH:1]([C:3]([OH:20])=[C:4]=[CH:5][C:6]1[CH:7]=[CH:8][C:9]([OH:12])=[CH:10][CH:11]=1)=[CH2:2].[C:21]([O:24][CH:25]=[CH2:26])(=[O:23])[CH3:22]

Participants

4

Reactant 2

HCID 1264-HydroxybenzaldehydeHCID 131722573HCID 131722573, compound

Product 1

HCID 88108663HCID 88108663, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
95 °C

Procedure

To prepare a novel vinyl 4-t-butoxycarbonyloxybenzal-vinyl alcohol-vinyl acetate copolymer, poly(vinyl alcohol) with an average molecular weight of about 8,000-200,000 is dissolved in dimethylformamide to give a 5-20 wt % solution. This solution is then added to an acid and stirred at 50-140° C. for 1-5 hrs. 4-hydroxybenzaldehyde is added, followed by stirring under the same conditions as above. Precipitation occurs in distilled water. The precipitate is dissolved in dimethylformamide again and re-precipitated in distilled water. The procedure of dissolving in dimethylformamide and precipitating in distilled water is repeated two or three times. Then, the final precipitates are dried in vacuo to obtain pure vinyl-4-hydroxybenzal-vinyl alcohol-vinyl acetate copolymer. The acid, hydrochloric acid, sulfuric acid, or phosphoric acid is used at an amount of 1-20 weight parts based on 100 weight parts of the total reaction. Instead of dimethylformamide, distilled water may be employed. In this case, as the polymerizing reaction progresses, the copolymer is produced as precipitates. A desired product can be obtained by filtering and washing the precipitates.

Workup

  1. customto give a 5-20 wt % solution
  2. additionThis solution is then added to an acid
  3. stirringby stirring under the same conditions as above
  4. customPrecipitation
  5. dissolutionThe precipitate is dissolved in dimethylformamide again
  6. customre-precipitated in distilled water
  7. dissolutionThe procedure of dissolving in dimethylformamide
  8. customprecipitating in distilled water
  9. customThen, the final precipitates
  10. customare dried in vacuo

Sources & evidence

ORD record
ord-1f7f30076a9c4d2281bc4fcb75e4c062
Source dataset
uspto-grants-2003_05
Patent number
US06559228B2

Reaction notes

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