Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | 1,2,3,4-Tetrahydro-2-naphthoic acid | HCID 101370 | — |
| Reactant | HCID 86166943 | HCID 86166943 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19023665 | HCID 19023665 | 33.4% |
Reaction Steps
To a stirred solution of 1,2,3,4-tetrahydronaphthalene-2-carboxylic acid (176 mg, 1 mmol) and triethylamine (0.25 ml) in methylene chloride (5 ml), isobutylchloroformate (136 mg, 1 mmol) was added. After 5 minutes N-[1-[2-(3,4-dihydro-2H-1-benzopyran-4-yl)ethyl]-4-aminopiperidine (260 mg, 1 mmol) in methylene chloride was added and the reaction mixture was stirred at room temperature for 16 h. The reaction mixture was quenched with 2N potassium hydroxide solution. The organic layer was separated, washed with distilled water and dried (Na2SO4). Evaporation of the solvent gave a white solid which was crystallized from diethyl ether to afford the title compound (140 mg, 33%), m.p.=130-2°, Anal C27H34N2O2.0.25 H2O, Calc, C, 76.65; H, 8.22, N, 6.62; Found C,76.34; H, 8.32; N, 6.59.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05240943 |
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| Source dataset | uspto-grants-1993_08 |
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| ORD ID | ord-54aa6bc657cd4f61bfdb2af99a42562d |
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| Source note | uspto-grants-1993_08 |
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