Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Tolyl isocyanate | HCID 69194 | — |
| Reactant | HCID 86704185 | HCID 86704185 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 60161550 | HCID 60161550 | — |
Reaction Steps
A mixture of 1-(prop-2-ynyl)-1,2,3,4-tetrahydroquinolin-7-ol (250 mg, 1.34 mM) and triethylamine (0.2 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, o-tolyl isocyanate (250 mg/ml, 2.01 mM) was added at once and then the reaction mixture was further stirred for 48 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 chlorophorm-hexane (1:19) to give 10a as solid. Yield: 300 mg, 70.13%.
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-5f5564e3b49f433d9d2f71aabfba12d7 |
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| Source note | uspto-grants-2015_02 |
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