Phenol → HCID 68598481, compound

HRID 1415866Notes

Reaction equation

HRID 1415866 reaction equation
[C:1]([O:5][C:6]([O:8][C:9]([O-])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[K+].[C:13](OC(OC(OC(C)(C)C)=O)=O)(C)(C)[CH3:14].[C:28]1(O)[CH:33]=[CH:32][CH:31]=[CH:30]C=1.C(OC([C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=1[OH:48])=O)CCC.[C:49]([O-])(=O)[C:50](C)=C>O1CCOCC1>[C:1]([O:5][C:6]([O:8][C:9]1[CH:30]=[CH:31][C:32]([CH:33]=[CH2:28])=[CH:14][CH:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:49]([C:46]1[CH:47]=[CH:42][C:43]([OH:48])=[CH:44][CH:45]=1)=[CH2:50]

Participants

7

Reactant 5

HCID 996PhenolHCID 16330Butyl salicylateHCID 87595MethacrylateHCID 90495Di-tert-butyl dicarbonateHCID 86754089HCID 86754089, compound

Product 1

HCID 68598481HCID 68598481, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

Continuing, the resulted white powder was placed in a 100 ml eggplant type flask to which was then added a Teflon™-coated stirring bar and 100 ml of dioxane. 1.68 (15 millimoles) of potassium t-butyldicarbonate were added in a nitrogen atmosphere and stirred for 4 hours at 0° C. 3 g (13.9 millimoles) of di-t-butyldicarbonate were then added followed by additionally stirring for 3 hours at 0° C. After concentrating the reaction solution, it was dropped in 1.5 liters of methanol resulting in precipitation. The formed precipitate was filtered off with a glass filter and dried for 16 hours at 0.1 mmHg and 45° C. The resulted white powder was dissolved in THF, and the above-mentioned precipitation and drying procedure was repeated twice to obtain a white resin powder. When the composition of this white powder was examined by 1H-NMR, the ratio of phenol to butoxycarbonylphenol to methacrylate in the copolymer was determined to be 31:39:30. The transmittance of this copolymer at a wavelength of 248 nm was 60% (film thickness: 1 μm, on a quartz substrate), thus indicating excellent transparency. In addition, other analysis results were as shown below.

Workup

  1. customthe resulted white powder was placed in a 100 ml eggplant type flask to which
  2. additionwas then added a Teflon™-coated stirring bar
  3. stirringby additionally stirring for 3 hours at 0° C
  4. concentrationAfter concentrating the reaction solution, it
  5. additionwas dropped in 1.5 liters of methanol resulting in precipitation
  6. filtrationThe formed precipitate was filtered off with a glass
  7. filtrationfilter
  8. customdried for 16 hours at 0.1 mmHg and 45° C
  9. dissolutionThe resulted white powder was dissolved in THF
  10. customthe above-mentioned precipitation
  11. customdrying procedure
  12. customto obtain a white resin powder
  13. customIn addition, other analysis results

Sources & evidence

ORD record
ord-988f31e720614562adbcc446dc0eceec
Source dataset
uspto-grants-1999_06
Patent number
US05910392

Reaction notes

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