Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Hexyl isocyanate | HCID 75659 | — |
| Reactant | 1-Benzyl-1,2,3,4-tetrahydroquinolin-7-ol | HCID 21864936 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 60163507 | HCID 60163507 | — |
Reaction Steps
A mixture of 1-benzyl-1,2,3,4-tetrahydroquinolin-7-ol (500 mg, 2.09 mM) and triethylamine (0.4 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, n-hexyl isocyanate (457 mg/ml, 3.14 mM) was added at once and then the reaction mixture was further stirred for 72 hours under N2 atmosphere a 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 8g as solid. Yield: 0.619 g, 81%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08946261B2 |
|---|
| Source dataset | uspto-grants-2015_02 |
|---|
| ORD ID | ord-f2bbd34472844bcbb385e5cecf3180e4 |
|---|
| Source note | uspto-grants-2015_02 |
|---|