HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydroquinone → HCID 70477804, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydroquinone | HCID 785 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Palmitoyl chloride | HCID 8206 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 70477804 | HCID 70477804 | 54.7% |
Reaction Steps
Hydroquinone (55 g) was dissolved in 10% sodium hydroxide solution (200 g) and to the resulting solution was added tetrahydrofuran (50 g). A solution of palmitoyl chloride (13.7 g) in tetrahydrofuran was added dropwise to the mixture over about 1 hour, while maintaining the temperature at 0° to 5° C. The reaction mixture was stirred at the same temperature for 1 hour and then at room temperature for 2 hours. The reaction mixture was poured into dil. sulfuric acid and extracted with ethyl acetate. The ethyl acetate extract was washed with water and concentrated under a reduced pressure. The concentrate was purified by silica gel column chromatography to give hydroquinone monopalmitate (10 g). m.p. 90.5°-91.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04526779 |
| Source dataset | uspto-grants-1985_07 |
| ORD ID | ord-9f7e1c4b8f444a00b00a863015dca916 |
| Source note | uspto-grants-1985_07 |