Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ketoprofen | HCID 3825 | — |
| Reactant | t-Butoxycarbonyl-aminopropanol | HCID 23149331 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86623026 | HCID 86623026 | 98% |
Reaction Steps
In 14 ml of dichloromethane, 2.371 g (13.5 mmol) of Boc-aminopropanol and 3.441 g (13.5 mmol) of ketoprofen (manufactured by Tokyo Kasei Kogyo) were dissolved, and 323 mg (2.6 mmol) of 4-dimethylaminopyridine (DMAP) and 2.833 g (14.8 mmol) of water-soluble carbodiimide hydrochloride (WSCI.HCl)/14 ml dichloromethane were added thereto in this order under ice-cooling. After returning to room temperature and stirring overnight, dichloromethane was evaporated under reduced pressure, and ethyl acetate was added thereto, followed by separation by washing with 5% citric acid twice, water, 5% sodium hydrogen carbonate twice, water and saturated brine consecutively. After dehydration drying with sodium sulfate, ethyl acetate was evaporated under reduced pressure to give 5.430 g of the titled compound (yield 98%). The structure was identified by 1H-NMR (CDCl3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07879817B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-446d44b04eba4304ba30c14588ce337b |
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| Source note | uspto-grants-2011_02 |
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