Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 86691934 | HCID 86691934 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Product | HCID 86691935 | HCID 86691935 | — |
Reaction Steps
To a solution of 3-(4-fluorophenyl)-1-nitroso-1,2,3,4-tetrahydroquinoline (0.27 g, 0.00105 mol) in acetone (15 mL) was added saturated ammonium chloride solution (1.5 mL) and water (1.5 mL) at RT. The resulting brown colored reaction mixture was cooled to 0° C., and zinc dust (0.411 g, 0.00632 mol) was added portionwise at 0° C. After addition, the reaction mixture was warmed to RT and stirred for 2 h. After completion of reaction (monitored by TLC), the solvent was removed under reduced pressure and the residue extracted with EtOAc (3×100 mL). The organic layer was dried over anhydrous sodium sulfate and solvent was removed under reduced pressure to obtain product as a brown colored oil (0.28 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09193728B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-931f3177a5d446b6ad2dbf03798c6b28 |
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| Source note | uspto-grants-2015_11 |
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