Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | HCID 66717381 | HCID 66717381 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86676045 | HCID 86676045 | 54% |
Reaction Steps
The obtained 8-[4-(3,6-diphenylcarbazol-9-yl)phenoxy]octan-1-ol (2.80 g, 5.2 mmol) was dissolved in a solvent mixture of methylene chloride (10 mL) and pyridine (5 mL). Then, p-toluenesulfonyl chloride (1.20 g, 6.3 mmol) was added to the resultant solution at −10° C., followed by stirring at room temperature. Next, the mixture was poured to water, followed by extraction with ethyl acetate. In addition, the mixture was washed with diluted hydrochloric acid and water, and dried and the solvent was evaporated, to thereby obtain a crude product. The crude product was purified through silica gel column chromatography using as an eluent a solvent mixture of ethyl acetate/toluene (1/19 by volume), to thereby obtain 1.95 g of toluene-4-sulfonic acid 8-[4-(3,6-diphenylcarbazol-9-yl)phenoxy]octyl ester as colorless plate-like crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206202B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-36a4531bb1c242ca9d629e4227e99226 |
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| Source note | uspto-grants-2015_12 |
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