Acetone → HCID 86757344, compound

HRID 1594954Notes

Reaction equation

HRID 1594954 reaction equation
[CH3:1][C:2]([CH3:4])=[O:3].C(=O)([O-])[O-].[K+].[K+].[CH2:11](I)[CH3:12].[CH2:14]([C:18](C)=O)[CH:15]([CH3:17])[CH3:16]>C#CC1C=CC(O)=CC=1.C(OCC)C>[OH:3][C:2]1[CH:4]=[CH:17][C:15]([CH:14]=[CH2:18])=[CH:16][CH:1]=1.[CH2:11]([O:3][C:2]1[CH:4]=[CH:16][C:15]([CH:14]=[CH2:18])=[CH:17][CH:1]=1)[CH3:12]

Participants

7

Reactant 4

HCID 180AcetoneHCID 6340IodoethaneHCID 7909Methyl Isobutyl KetoneHCID 11430Potassium Carbonate

Product 1

HCID 86757344HCID 86757344, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 327584-EthynylphenolSolvent2×

Procedure

Into a reaction vessel were charged 21.0 parts of the same poly(p-vinylphenol) as that used in Example 1 and 84 parts of acetone. They were stirred to form a solution Additionally charged were 12.7 parts of anhydrous potassium carbonate and 8.2 parts of ethyl iodide. The temperature was elevated so that the mixture reached to the reflux state. Subsequently, the reflux state was kept for 15 hours After adding methyl isobutyl ketone, the solution was washed with aqueous oxalic acid solution and then with ion-exchanged water. The organic layer after washing was concentrated to 44 parts, combined with 130 parts of propylene glycol monomethyl ether acetate and further concentrated to 63 parts. The solid content of the concentrate measured by weight-loss on heating was 34.19% by weight. By 1H-NMR measurement. it was confirmed that the resin after reaction was a copolymer in which 28.8% of hydroxyl groups in poly(p-vinylphenol) was converted to ethyl ether. The resin was referred to as Resin RB.

Workup

  1. customto form a solution
  2. additionAdditionally charged
  3. washthe solution was washed with aqueous oxalic acid solution
  4. washThe organic layer after washing
  5. concentrationwas concentrated to 44 parts
  6. concentrationfurther concentrated to 63 parts
  7. temperatureon heating
  8. customafter reaction

Sources & evidence

ORD record
ord-3fa425a194e0484cac1820a696ae1818
Source dataset
uspto-grants-2001_09
Patent number
US06284863B1

Reaction notes

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