Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2,4-Di-tert-butylphenol | HCID 7311 | — |
| Reactant | Cycloheptanone | HCID 10400 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 57221723 | HCID 57221723 | 9% |
Reaction Steps
A mixture consisting of 82.5 g (0.40 mol) of 2,4-di-tert-butylphenol and 22.5 g (0.20 mol) of cycloheptanone is melted together and is then saturated, with stirring, with hydrochloric acid gas at 35-40° C. After 22 hours, the reaction mixture is again saturated with hydrochloric acid gas and then stirred for 17 hours. Subsequently, the reaction mixture is diluted with hexane and washed with water and sodium chloride solution. The organic phase is dried over magnesium sulfate and concentrated on a rotary evaporator. The residue is chromatographed over silica gel using the solvent system hexane/ethyl acetate=99:1 and the pure fractions are crystallised from ethanol, giving 5.4 g (9%) of 2,4-di-tert-butyl-6-cyclohepten-1-yl-phenol, m.p. 78-80° C. (compound (105), Table 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05932642 |
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| Source dataset | uspto-grants-1999_08 |
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| ORD ID | ord-76bbcb6151f441d6bdce05abec302180 |
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| Source note | uspto-grants-1999_08 |
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