Hydroquinone → HCID 86738463, compound

HRID 1758899Notes

Reaction equation

HRID 1758899 reaction equation
[O:1]1[CH:3]([CH2:4][O:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH2:2]1.C1(C=CC(O)=CC=1)O.COC1C=CC(O)=CC=1.S(CCO)CCO.[C:36]([OH:40])(=[O:39])[CH:37]=[CH2:38]>O>[O:1]1[CH:3]([CH2:4][O:5][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:2]1.[C:36]([OH:40])(=[O:39])[CH:37]=[CH2:38]

Participants

7

Reactant 5

HCID 785HydroquinoneHCID 5447ThiodiglycolHCID 6581Acrylic AcidHCID 90154-MethoxyphenolHCID 31217Phenyl glycidyl ether

Product 1

HCID 86738463HCID 86738463, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

1,2-Epoxy-3-phenoxy propane (150 g; 1.0 equivalent), hydroquinone (0.06 g) and p-methoxyphenol (0.06 g) were combined in a reaction vessel detailed in Experiment 4. The flask and contents were heated to 80° C. and a solution of thiodiethanol (24.4 g; 0.2 equivalent), acrylic acid (72 g; 1.0 equivalent), and water (18 g) was added dropwise over a 25-minute period with stirring. A reaction temperature was similarly maintained at 80° C. and conversion followed by acid consumption. The conversion was 66 percent complete at 45 minutes, 86 percent complete at 170 minutes and 88 percent complete at 390 minutes at which time the reaction was quenched. Additional water (9.0 g) was added to adjust the solids level to 90 weight percent.

Workup

  1. temperatureA reaction temperature was similarly maintained at 80° C.
  2. customconversion followed by acid consumption
  3. customcomplete at 45 minutes
  4. custom88 percent complete at 390 minutes at which time the reaction was quenched
  5. additionAdditional water (9.0 g) was added

Sources & evidence

ORD record
ord-b1783c670c2246f9bdd849fe1ae36616
Source dataset
uspto-grants-1982_07
Patent number
US04338232

Reaction notes

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