Styrene → HCID 22468352, compound

HRID 2117777Notes

Reaction equation

HRID 2117777 reaction equation
C1[CH:5]2[C@@H:6]3[CH:10]=[CH:9][C@H:8]([CH:4]2C=C1)[CH2:7]3.C=C[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C1(C)C=CC=CC=1>[C:13]1([C:6]23[CH2:7][CH:8]([CH2:4][CH2:5]2)[CH:9]=[CH:10]3)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 7501StyreneHCID 15618652endo-Dicyclopentadiene

Product 1

HCID 22468352HCID 22468352, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
180 °C

Procedure

DCPD (Aldrich, 55 mL, 0.41 mol), styrene (Aldrich, 146 mL, 1.27 mol), and 4-t-butylcartechol (1.9 g, 11.4 mmol) were put in a 2 L autoclave. After heating to 180° C., reaction was carried out for 4 hours while stirring the autoclave at 300 rpm. After the reaction was completed, the reaction mixture was cooled down. The reaction mixture was diluted with toluene and precipitated in ethanol. After the obtained polystyrene was filtered, the solvent was removed, and the filtrate was transferred to a distillation unit. The filtrate was distilled at 1 torr twice using a vacuum pump at 70° C. to obtain the product (yield: 43%).

Workup

  1. customreaction
  2. temperaturethe reaction mixture was cooled down
  3. customprecipitated in ethanol
  4. filtrationAfter the obtained polystyrene was filtered
  5. customthe solvent was removed
  6. distillationThe filtrate was distilled at 1 torr
  7. customat 70° C.

Sources & evidence

ORD record
ord-7a381dcca98744a298efd93b20c23b46
Source dataset
uspto-grants-2008_10
Patent number
US07442752B2

Reaction notes

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