Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | HCID 59233161 | HCID 59233161 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetate-hydrochloric acid | HCID 22641269 | — |
| Product | HCID 59233285 | HCID 59233285 | 90.6% |
Reaction Steps
To a solution of compound 10E (1.40 g, 4.08 mmol) in HOAc/HCl (50/5 mL) was added iron power (2.2 g, 40 mmol). The reaction mixture was stirred at 50° C. for 30 minutes, then cooled to room temperature and filtered. A solution of NaNO2 (0.35 g, 5 mmol) in water (2 mL) was then added drop wise into above acid solution at 0° C. The reaction solution was stirred for one hour and concentrated to dryness under reduced pressure. The resulting residue was sonicated in ethyl acetate/NaHCO3 solution and the precipitate was filtered off and rinsed thoroughly with ethyl acetate. The organic solution was separated and dried with MgSO4, filtered and concentrated to give 1.2 g of desired product (10F). ESI-MS:m/z 323.9 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08178534B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-086a0f01663840d384e087911bed668e |
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| Source note | uspto-grants-2012_05 |
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