Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (1S,4S)-1-{2-[(3S,4S)-4-(2,2-Dimethyl-propionyloxy)-3-methyl-piperidin-1-yl]-ethyl}-2-oxa-3-aza-bicyclo[2.2.2]oct-5-ene-3-carboxylic acid tert-butyl ester | HCID 67361684 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67361944 | HCID 67361944 | — |
Reaction Steps
(1S,4S)-1-{2-[(3S,4S)-4-(2,2-Dimethyl-propionyloxy)-3-methyl-piperidin-1-yl]-ethyl}-2-oxa-3-aza-bicyclo[2.2.2]oct-5-ene-3-carboxylic acid tert-butyl ester (12) (880 mg, 2 mmol) is dissolved in 20 ml of water and after addition of concentrated aqueous HCl (38%, 1.2 ml) the mixture is stirred for 16 h at 100° C. Then the mixture is evaporated to dryness. The residue s treated three times with methanol and evaporated under educed pressure. The residue is diluted with ethyl acetate, extracted with 2M K2CO3, dried over Na2SO4 and evaporated under reduced pressure. The product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08354431B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-4a62558cd65e43f78387f896ed626f49 |
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| Source note | uspto-grants-2013_01 |
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