Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl formate | HCID 8025 | — |
| Reactant | 4,4-Diphenylcyclohexanone | HCID 138281 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 54244847 | HCID 54244847 | 107.9% |
Reaction Steps
4,4-Diphenylcyclohexanone (40 g) is added to a solution of potassium tert-butylate (66.5 g) in tert-butanol (500 cc), and a solution of ethyl formate (47.6 cc) in tert-butanol (500 cc) is then added dropwise. The reaction mixture is stirred at 50° C. for 8 hours, then cooled and diluted with water (3000 cc) and ethyl acetate (750 cc) and acidified to pH 2 with 4N hydrochloric acid. The aqueous phase is extracted with ethyl acetate (2×250 cc) and the combined organic phases are washed with water (250 cc) and saturated sodium chloride solution (250 cc), then dried over magnesium sulphate and concentrated to dryness under reduced pressure (2.7 kPa). 4,4-Diphenyl-2-formylcyclohexanone (48 g) is obtained, and is used without purification for the next step of the synthesis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05112988 |
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| Source dataset | uspto-grants-1992_05 |
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| ORD ID | ord-82e7a96350c84e6ab6bfa52f7acf00f3 |
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| Source note | uspto-grants-1992_05 |
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