Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Octanol | HCID 957 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | HCID 19100372 | HCID 19100372 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19100387 | HCID 19100387 | 51.1% |
Reaction Steps
To 0.30 g (0.82 mM) of 2-(p-carboxyphenyl)-6-octylbenzothiazole, 0.12 g (0.92 mM) of octanol and 10 ml of methylene chloride were added, followed by addition of 0.17 g (0.82 mM) of N,N'-dicyclohexylcarbodiimide (DCC) and 0.02 g of 4-dimethylaminopyridine under stirring at room temperature and further stirring for 6 hours at room temperature. After the reaction, the resultant N,N'-dicyclohexylurea was recovered by filtration, followed by washing with methylene chloride to be added to the filtrate. The solvent of the resultant filtrate was distilled-off under reduced pressure to obtain a residue. The residue was purified by silica gel column chromatography (eluent: toluene), followed by recrystallization from a mixture solvent of toluene/methanol to obtain 0.20 g of 2-(p-octyloxycarbonylphenyl)-6-octylbenzothiazole (Yield: 51.1%). ##STR196##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05236619 |
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| Source dataset | uspto-grants-1993_08 |
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| ORD ID | ord-1465244ca36444f6841afe523cf2a34a |
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| Source note | uspto-grants-1993_08 |
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