Diallyl ether → HCID 67925638, compound

HRID 704841Notes

Reaction equation

HRID 704841 reaction equation
C(OCC=C)C=C.[C:8]1([OH:14])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:15]1([OH:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[CH2:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH2:24][CH2:23]1>C(OCCOCCO)C>[C:8]1([OH:14])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:15]1([OH:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[CH2:24]([C:25]1([CH2:26][CH:27]=[CH2:28])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:29][CH2:30]1)[CH:23]=[CH2:22]

Participants

4

Reactant 2

HCID 11194Diallyl etherHCID 22998800HCID 22998800, compound

Product 1

HCID 67925638HCID 67925638, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 8146Diethylene Glycol Monoethyl EtherSolvent

Procedure

140 grams of the diallyl ether of indane bisphenol was placed into a one liter round bottom flask containing a magnetic stir bar and dissolved in 210 grams of 2-(2-ethoxyethoxy) ethanol. The solution was deoxygenated by bubbling dry argon gas through the solution for 15 minutes, and then a reflux condenser was attached. The solution was refluxed for 6 hours under an inert atmosphere. The solvent was removed by vacuum distillation between 60° and 62° C., and the product was collected between 210° and 214° C. as a light yellow, viscous liquid (13.3 Pa). Diallyl indane bisphenol was so viscous that the condenser on the still has to be heated with a hot air gun so that the product could flow into the collection flask; 110 grams of diallyl indane bisphenol were isolated (75% yield overall).

Workup

  1. additioncontaining a magnetic stir bar
  2. customThe solution was deoxygenated
  3. customby bubbling dry argon gas through the solution for 15 minutes
  4. customa reflux condenser was attached
  5. temperatureThe solution was refluxed for 6 hours under an inert atmosphere
  6. customThe solvent was removed by vacuum distillation between 60° and 62° C.
  7. customthe product was collected between 210° and 214° C. as a light yellow, viscous liquid (13.3 Pa)
  8. temperatureto be heated with a hot air gun so that the product

Sources & evidence

ORD record
ord-e21923663c15421cbd338e5b72fbf7cc
Source dataset
uspto-grants-1991_01
Patent number
US04988785

Reaction notes

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