Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | HCID 59737421 | HCID 59737421 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59737575 | HCID 59737575 | 12% |
Reaction Steps
A solution of nitro compound 146 (0.1326 g, 0.39 mmol) in a 8.5:5:1 mixture of THF:MeOH:H2O (14.5 mL) was treated with tin(II) chloride dihydrate (0.602 g, 2.67 mmol) and ammonium acetate (0.818 g, 10.6 mmol) then heated to 55° C. for 60 min. The reaction mixture was cooled to room temperature, diluted with AcOEt, washed with 5% KHSO4, saturated NaHCO3, brine, dried over MgSO4, filtered and concentrated. The title compound 147 was obtained after purification by chromatotron (14.7 mg, 12% yield, eluent: 50% AcOEt in hexane).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08598168B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-c3c29afc35524a8a9f76288dc4050684 |
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| Source note | uspto-grants-2013_12 |
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