Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Chlorophenyl isocyanate | HCID 76833 | — |
| Reactant | 1-Benzyl-1,2,3,4-tetrahydroquinolin-7-ol | HCID 21864936 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 60163508 | HCID 60163508 | — |
Reaction Steps
A mixture of 1-benzyl-1,2,3,4-tetrahydroquinolin-7-ol (800 mg, 3.34 mM) and triethylamine (0.6 mL) in dry tetrahydrofuran (THF, 5 ml) was stirred for half an hour under nitrogen atmosphere at room temperature (35° C.). To the stirred reaction mixture, 2-chiorophenyl isocyanate (604 mg/ml, 5.01 mM) was added at once and then the reaction mixture was further stirred for 62 hours under N2 atmosphere at RT. The reaction mixture was concentrated under vacuum and then was added distilled water (15 mL) followed by the extraction with ether (3×15 mL). The ether layer was dried over sodium sulphate and concentrated under vacuum to afford the crude product, which was finally chromatographed using chloroform-hexane (1:9) to give 8e. Yield: 1.02 g, 77.66%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946261B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-3ffd72407af748bd9c0478a7f0e0f16f |
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| Source note | uspto-grants-2015_02 |
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