Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroacetic Acid | HCID 300 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2,4-Dicumylphenol | HCID 76013 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 23036786 | HCID 23036786 | — |
Reaction Steps
In a 500 ml three neck flask equipped with mechanical stirrer, nitrogen inlet and Dean-Stark trap/ condenser was added 40.0 grams (0.121 moles) 2,4-dicumylphenol, 150 ml dimethylsulfoxide (DMSO), 0.121 moles of sodium hydroxide (9.68 grams of 50% aqueous NaOH), and 100 ml toluene. The mixture is stirred and heated to azeotropically remove water. After water removal is complete the temperature is lowered to about 90° C. and 14.10 grams (0.121 moles) of the sodium salt of chloroacetic acid is added. The reaction is stirred at 90° C. for 16 hours. The product is isolated by cooling and pouring the reaction mixture into 500 ml of a 2% aqueous hydrochloric acid. After filtration, washing with water and drying a white powder was obtained which exhibited a melting point of 114° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04950782 |
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| Source dataset | uspto-grants-1990_08 |
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| ORD ID | ord-fbd05996680944f89e49c41d01e2e13c |
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| Source note | uspto-grants-1990_08 |
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