HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Hydroxide → Ammonium Hydroxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | tert-Butyl 3-(trifluoroacetyl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate | HCID 21904733 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ammonium Hydroxide | HCID 14923 | 1% |
| Product | 8-Boc-3,8-diaza-bicyclo(3.2.1)octane | HCID 15740908 | — |
Reaction Steps
tert-Butyl 3-(trifluoroacetyl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate (6.54 mmol) in methanol (85 mL) was treated with ammonium hydroxide (8.5 mL) and stirred overnight at room temperature. The mixture was concentrated under reduced pressure and purified by chromatography on silica gel (5% MeOH, 0.5% NH4OH in CH2Cl2; then 10% MeOH, 1% NH4OH in CH2Cl2) to provide the title compound. MS (DCI/NH3) m/z: 213 (M+H)+; 1H NMR (CDCl3) δ 1.47 (s, 9H), 1.81 (m, 2H), 1.94 (m, 2H), 2.65 (dd, 2H), 3.00 (br, 2H), 4.11 (br, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129235B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-d992aaa1783b43178ac4cb359270d984 |
| Source note | uspto-grants-2006_10 |