Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | HCID 67974225 | HCID 67974225 | — |
| Product | HCID 67975039 | HCID 67975039 | 92% |
Reaction Steps
4-(2-(4-chloro-3-nitrophenoxy)ethyl)piperidine (2.3 g, 8.1 mmol, 1 eq.) and tin (II) chloride dihydrate (9.1 g, 40.4 mmol, 5 eq.) were placed in EtOH (81 mL). The reaction mixture was heated at 60° C. and stirred for 19 hours. The reaction mixture was then concentrated under reduced pressure and the resulting residue was diluted with ethyl acetate. The organic phase was washed with a 1N NaOH aqueous solution, dried over MgSO4, filtered and concentrated under reduced pressure. The resulting residue was purified by column chromatography on silica gel to afford 2-chloro-5-(2-piperidinoethoxy)aniline (1.9 g, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09061999B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-085051d86bf84922a2c066a0655a764a |
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| Source note | uspto-grants-2015_06 |
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