Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | HCID 23442875 | HCID 23442875 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23442895 | HCID 23442895 | 50% |
Reaction Steps
1.05 g of 1,4-diacetoxy-2-t-butyl-6-methylbenzene was dissolved in 10 ml of ethanol and 2 ml of an aqueous solution containing 0.23 g of sodium hydrosulfite and 0.17 g of sodium hydroxide was added dropwise with stirring at 0° C. The reaction solution was neutralized with 1N hydrochloric acid, and then combined with water and extracted with ethyl acetate. The organic layers were dried over anhydrous magnesium sulfate, and then concentrated. The concentrate was purified by silica gel column chromatography (in n-hexane containing 10% ethyl acetate) to give 0.44 g of 4-acetoxy-3-t-butyl-5-methylphenol as a pale yellow oil (yield 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06403639B1 |
|---|
| Source dataset | uspto-grants-2002_06 |
|---|
| ORD ID | ord-0f754cc882a640f8b6c5d6f98c12d5f1 |
|---|
| Source note | uspto-grants-2002_06 |
|---|