Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzene, 1-isocyanato-2-methoxy- | HCID 69695 | — |
| Reactant | HCID 86704185 | HCID 86704185 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 60161670 | HCID 60161670 | — |
Reaction Steps
A mixture of 1-(prop-2-ynyl)-1,2,3,4-tetrahydroquinolin-7-ol (400 mg, 2.14 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-methoxyphenyl isocyanate (427 mg/ml, 3.21 mM) was added at once and then the reaction mixture was further stirred for 48 hours under N2 atmosphere at RT (35° C.). 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 (10e), which was finally chromatographed using chlorophorm-hexane (1:19) to give 10e as solid. Yield: 480 mg, 66.80%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08946261B2 |
|---|
| Source dataset | uspto-grants-2015_02 |
|---|
| ORD ID | ord-77006079a57b4d54a89897839ede76c1 |
|---|
| Source note | uspto-grants-2015_02 |
|---|