Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 86691930 | HCID 86691930 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Product | HCID 86691931 | HCID 86691931 | — |
Reaction Steps
5-Methyl-1-nitroso-2-phenylindoline (0.8 g, 0.00336 mol) was dissolved in acetone (30 mL), and to this saturated ammonium chloride solution (4.4 mL) was added. The reaction mixture was cooled to 0° C., and zinc dust (1.31 g, 0.0201 mol) was added portionwise over 30 min. at 0° C. The reaction was stirred for 1 h at RT, and after completion of reaction (monitored by TLC), the solvent was removed under reduced pressure. Water (100 mL) was added and the mixture extracted with EtOAc (3×100 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain product as a yellow colored oil (0.6 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-25ae4aa482b24de987835ccc950ce628 |
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| Source note | uspto-grants-2015_11 |
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