Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 12641099 | HCID 12641099 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 12547487 | HCID 12547487 | 83% |
Reaction Steps
A mixture of compound 82 (2.67 g, 14 mmol), NH4Cl (11.2 g, 210 mmol) and Iron Powder (7.8 g, 140 mmol) in water (90 mL) and CH3OH (90 mL) was stirred at 90° C. for 1 h. After cooling, the reaction mixture was filtered and the solid was washed by DCM. The filtrates were separated, and the organic layer was washed with brine, dried over Na2SO4 and concentrated to dryness to give compound 83 (1.85 g, 83%) as a light yellow oil. 1H NMR (400 MHz, CDCl3) δ 6.90 (d, 2H, J=8.1 Hz), 6.58 (d, 2H, J=8.1 Hz), 3.30 (br s, 2H), 2.59 (t, 2H, J=7.4 Hz), 2.22 (t, 2H, J=7.4 Hz), 1.80-1.90 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09216957B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-2721c9e24775447481504a2841f05034 |
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| Source note | uspto-grants-2015_12 |
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