HuagongsheHuagongshe Chemistry Print Report · For research reference only
5,6,7,8-Tetrahydro-2-naphthol → ethyl [3-hydroxy-3-(3-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5,6,7,8-Tetrahydro-2-naphthol | HCID 14305 | — |
| Reactant | Ethyl isatin-N-acetate | HCID 38750 | — |
| Reactant | Sesamol | HCID 68289 | — |
| Reactant | 4-bromo-1-pentyl-1H-indole-2,3-dione | HCID 28492458 | — |
| Product | ethyl [3-hydroxy-3-(3-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]acetate | HCID 58872545 | — |
Reaction Steps
Following the procedure as described in PREPARATION 1C, and making non-critical variations to replace 4-bromo-1-pentyl-1H-indole-2,3-dione with ethyl (2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetate, and 1,3-benzodioxol-5-ol with 5,6,7,8-tetrahydronapthalen-2-ol, the title compound was obtained (81%): 1H NMR (300 MHz, CDCl3) δ 8.61 (s, 1H), 7.54 (dd, 1H), 7.38 (td, 1H), 7.20 (t, 1H), 6.80 (d, 1H), 6.76 (s, 1H), 6.50 (s, 1H), 4.45 (ABq, 2H), 4.21 (q, 2H), 4.18-4.14 (br, 1H), 2.73-2.47 (m, 4H), 1.77-1.63 (m, 4H), 1.24 (t, 3H); MS (ES+) m/z 364 (M−17), 404 (M+23)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935721B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-f228f974606d4c69927a5f0574a2087a |
| Source note | uspto-grants-2011_05 |