Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 57523006 | HCID 57523006 | — |
| Solvent | ethanol water DMF | HCID 86633292 | — |
| Product | HCID 57523007 | HCID 57523007 | 83% |
Reaction Steps
To a solution of cyclic epoxy ester 14 (107 mg, 0.5 mmol) in DMF/EtOH/H2O (1:1:0.5 mL) were added NH4Cl (160.5 g, 3 mmol) and NaN3 (197.4 g, 3 mmol) at 0° C. The mixture was then stirred at 25° C. for 10 h. After completion of reaction (monitored by TLC), EtOH was removed by rotary evaporation. The remaining solution was extracted with EtOAc (100 mL×3). The combined organic layers were washed with, brine (20 mL×6) and dried (Na2SO4). After evaporation of the solvent, the residue was purified by chromatography (petroleum ether/ethyl acetate (7/3 v/v) to obtain compound 15.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150498B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-a6b46ddd2174477d95a20991a3378880 |
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| Source note | uspto-grants-2015_10 |
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