Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Reactant | HCID 86761633 | HCID 86761633 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 68487510 | HCID 68487510 | 88.3% |
Reaction Steps
The optically active 6,6′-dimethyl-5,5′-dichloro-3,3′-di(t-butyl)-2,2′-biphenol obtained in Example 6 (110 mg, optical purity: >99% ee, 0.28 mmol), toluene (5 ml) and trifluoromethanesulfonic acid (45 mg, 0.5 mmol) were mixed followed by stirring the entire volume for 1 hour at 5° C. Water (1 ml) and chloroform were then added to the reaction mixture followed by extraction and liquid separation. The organic phase was then washed with water and dried with anhydrous magnesium sulfate followed by distilling off the solvent under reduced pressure. N-hexane (10 ml) was added to the remaining slurry followed by stirring at room temperature, washing and filtering to obtain optically active 6,6′-dimethyl-5,5′-dichloro-2,2′-biphenol (70 mg, yield: 82%, optical purity: >99% ee).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08283501B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-baab4d94b18c4d43b0a294f35cd23df9 |
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| Source note | uspto-grants-2012_10 |
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