Hydroquinone → HCID 20566716, compound

HRID 847663Notes

Reaction equation

HRID 847663 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:13]([OH:18])(=[O:17])[C:14]([CH3:16])=[CH2:15].[C:19]1([CH3:29])[CH:24]=[CH:23]C(S(O)(=O)=O)=C[CH:20]=1.[C:30]1([CH:37]=[CH:36][C:34]([OH:35])=[CH:33][CH:32]=1)O.CC[O:40]CC>C(Cl)(Cl)Cl.O>[CH3:15][C:14](=[CH2:16])[C:13]([O:18][CH2:36][CH2:37][CH2:30][CH2:32][CH2:33][CH2:34][O:35][C:4]1[CH:5]=[CH:6][C:1]([C:7]2[CH:8]=[CH:9][C:10]([O:40][CH2:20][CH:19]([CH3:29])[CH2:24][CH3:23])=[CH:11][CH:12]=2)=[CH:2][CH:3]=1)=[O:17]

Participants

8

Reactant 5

HCID 785HydroquinoneHCID 3283Diethyl EtherHCID 4093Methacrylic AcidHCID 6101p-Toluenesulfonic acidHCID 7095Biphenyl

Product 1

HCID 20566716HCID 20566716, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

6.8 g of the biphenyl derivative prepared under 4.2, 10.5 g of methacrylic acid, 0.5 g of p-toluenesulfonic acid and 0.5 g of hydroquinone as an inhibitor are dissolved in 100 ml of CHCl3 and the solution is refluxed for about 20 hours, using a water separator. It is then taken up in 100 ml of ether, washed several times with saturated Na2CO3 solution (until the aqueous phase no longer shows a coloration) and dried with Na2SO4, and the solvent is stripped off. The crude product is recrystallized from ethanol. Phase transitions k 42.5 s 49 i.

Workup

  1. temperaturethe solution is refluxed for about 20 hours
  2. washwashed several times with saturated Na2CO3 solution (until the aqueous phase
  3. dry with materialdried with Na2SO4
  4. customThe crude product is recrystallized from ethanol

Sources & evidence

ORD record
ord-8bfe89d880014d2db5997fbf64d80c99
Source dataset
uspto-grants-1981_10
Patent number
US04293435

Reaction notes

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