Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Aminophenol | HCID 5801 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acetone cardice | HCID 18522661 | — |
| Reactant | HCID 19742195 | HCID 19742195 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19878523 | HCID 19878523 | 82.6% |
Reaction Steps
Into a cooled solution of 29.8 g (50 mmol) of 2,6-di-tert-butyl-4-[2-(n-octadecyloxycarbonyl)ethyl]-phenyl phosphorodichloridite in 100 ml of methylene chloride at dry ice/acetone temperature is added a solution of 5.46 g (50 mmol) of 2-aminophenol and 13.95 ml (100 mmol) of triethylamine in 25 ml of methylene chloride. After the addition is complete, the mixture is warmed to room temperature with continual stirring. After 16 hours, the reaction mixture is concentrated under reduced pressure, mixed with 50 ml of toluene and filtered to remove insoluble solids. The filtrate is reconcentrated, dissolved in hexane and treated with decolorizing charcoal. The resultant mixture is clarified and the filtrate concentrated under reduced pressure to give 27.6 g of the title compound as a white solid melting at 58°-65° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05075483 |
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| Source dataset | uspto-grants-1991_12 |
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| ORD ID | ord-bb1aa97384d04aa39c724b841fcffc8a |
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| Source note | uspto-grants-1991_12 |
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