Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 21468812 | HCID 21468812 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21468790 | HCID 21468790 | 85.3% |
Reaction Steps
8-(4-{Isopropyl-[2-(2-methoxyphenyl)ethyl]-amino}butyl)-8-aza-spiro[4.5]decane-7,9-dione (550 mg, 1.2 mmol) dissolved in 10 ml methylene chloride was cooled to -60° C. under nitrogen. Boron tribromide (0.28 ml, 2.9 mmol) in 3 ml methylene chloride was added in 20 min and the mixture stirred at 10° C. overnight, poured into 5 ml cold sodium hydrogen carbonate solution. The aqueous phase was treated with 1M ammonia and extracted with methylene chloride and the solvent evaporated to yield 410 mg of an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05693630 |
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| Source dataset | uspto-grants-1997_12 |
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| ORD ID | ord-8c71e8b1b43542c088b9173ff8acf44a |
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| Source note | uspto-grants-1997_12 |
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