Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 57929330 | HCID 57929330 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 57929419 | HCID 57929419 | 71% |
Reaction Steps
DBU (15 μL, 0.10 mmol) was added to an ice-cold solution of diacetate 28 (32 mg, 0.048 mmol) in ether (0.5 mL). The solution was stirred at 0° C. for 30 min. and then was allowed to warm to room temperature. After stirring overnight, 1 M HCl was added and the resulting mixture was extracted with ethyl acetate (3×25 mL). The combined organic solution was washed with brine and then was dried (Na2SO4), filtered and evaporated. Purification by flash chromatography on silica gel (0%→100% ethyl acetate/hexanes) provided the title compound (21 mg, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722726B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-b76ec3e928334abface5bb9b8960e114 |
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| Source note | uspto-grants-2014_05 |
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