Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium nitrosodisulfonate | HCID 3032624 | — |
| Reactant | HCID 12906147 | HCID 12906147 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 12906158 | HCID 12906158 | — |
Reaction Steps
To a solution of 6-(2'-hydroxy-3',4',6'-trimethylphenyl)hexanol (formula III-2, wherein R=H3C, X=H, Y=OH, n=4, in the free form) (0.02 part) in 1% sodium hydroxide solution (25 parts) was added Fremy's salt (0.2 part) at room temperature with stirring. After being stirred for 1 hour, the mixture was cooled to 0° C., acidified with dilute hydrochloric acid, and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous sodium sulfate, and concentrated in vacuo to give 2,3,5-trimethyl-6-(6'-hydroxyhexyl)-1,4-benzoquinone (formula IV-2 wherein R=H3C, n=4, in the free form) (0.02 part) as yellow needles melting at 43°-45° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04139545 |
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| Source dataset | uspto-grants-1979_02 |
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| ORD ID | ord-c94f44f8c7904ec5b8da8a5a0bdcad5c |
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| Source note | uspto-grants-1979_02 |
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