Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | HCID 2235953 | HCID 2235953 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 21446689 | HCID 21446689 | 5.1% |
Reaction Steps
To a solution of 3.75 grams (0.01 mole) of the product of Example 1, 2,6-di-tert-butyl-4(p-toluenesulfonamido)phenol, and 0.54 grams (0.01 mole) of sodium methylate in 50 ml of methanol was added 1.42 grams (0.01 mole) of methyl iodide. The reaction mixture was heated with stirring for 72 hours in a pressure tube at 100° C. The reaction mixture was then cooled, poured into 150 ml of water and extracted with heptane. The heptane layer was separated and allowed to stand after cooling. Crystals formed which were isolated by filtration, washed and dried to weigh 0.5 gram and melted at 123°-142° C. Recrystallization from heptane gave 0.2 gram of crystals melting at 130°-142° C. Proton NMR spectra confirmed the expected, desired structure. (Compound 6)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04013621 |
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| Source dataset | uspto-grants-1977_03 |
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| ORD ID | ord-023acadf260241f68d1b9e84cd2eb237 |
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| Source note | uspto-grants-1977_03 |
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