HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1858691Generated: November 3, 2026
Hydrochloric Acid → (3RS,4RS,5SR)-4-(4-chloro-phenyl)-3-naphthalen-2-ylmethoxy-5-propyl-piperidine
https://huagongshe.com/reaction/1858691
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-butyl (3RS,4RS,5SR)-4-(4-chloro-phenyl)-3-naphthalen-2-ylmethoxy-5-propyl-piperidine-1-carboxylate | HCID 86604425 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (3RS,4RS,5SR)-4-(4-chloro-phenyl)-3-naphthalen-2-ylmethoxy-5-propyl-piperidine | HCID 22127569 | 91.4% |
Reaction Steps
A solution of 210 mg (0.425 mmol) of tert-butyl (3RS,4RS,5SR)-4-(4-chloro-phenyl)-3-naphthalen-2-ylmethoxy-5-propyl-piperidine-1-carboxylate in 18 ml of methanol was treated with 12 ml of 1N hydrochloric acid and stirred at 50° C. overnight. Subsequently, the solution was evaporated under reduced pressure, the residue was taken up in warm toluene and again evaporated, the product beginning to separate out. There were obtained 153 mg (84% of theory) of (3RS,4RS,5SR)-4-(4-chloro-phenyl)-3-naphthalen-2-ylmethoxy-5-propyl-piperidine as a colourless solid. MS: 252 (M-naphthylmethyl)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06150526 |
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| Source dataset | uspto-grants-2000_11 |
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| ORD ID | ord-5bb381d40a4e4b6596d8b1a8417c45fd |
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| Source note | uspto-grants-2000_11 |
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