Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | N-Boc-4-hydroxyaniline | HCID 2756771 | — |
| Reactant | HCID 3323861 | HCID 3323861 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 67041082 | HCID 67041082 | — |
Reaction Steps
To a solution of Example 254a (2.0 g, 6.1 mmol) in DMSO (50 mL) was added KOH (1.4 g, 24.3 mmol) and N-Boc-4-aminophenol (1.3 g, 6.1 mmol). The mixture was heated at 80° C. for 4 h. The reaction was cooled and poured into water. The aqueous phase was extracted with ethyl acetate (2×). The combined organic phases were washed with water, brine, and dried over sodium sulfate, filtered and concentrated under vacuum giving the title compound. The residue was purified by silica gel chromatography eluting with hexanes/ethyl acetate/methanol (80:10:10) to give the desired product (1.6 g, 51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07910595B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-e63926db10e4469a975be0079803f0a9 |
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| Source note | uspto-grants-2011_03 |
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