HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Trifluoromethylphenol → 3-hydroxy-3-[2-hydroxy-5-(trifluoromethyl)phenyl]-1-pentyl-1,3-dihydro-2H-indol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Trifluoromethylphenol | HCID 67958 | — |
| Reactant | Sesamol | HCID 68289 | — |
| Reactant | 1-Pentyl-1H-indole-2,3-dione | HCID 1581092 | — |
| Reactant | 4-bromo-1-pentyl-1H-indole-2,3-dione | HCID 28492458 | — |
| Product | 3-hydroxy-3-[2-hydroxy-5-(trifluoromethyl)phenyl]-1-pentyl-1,3-dihydro-2H-indol-2-one | HCID 12004331 | — |
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 1-pentyl-1H-indole-2,3-dione, and 1,3-benzodioxol-5-ol with α,α,α-trifluorocresol, the title compound was obtained (46%): 1H NMR (300 MHz, CDCl3) δ 9.75 (s, 1H), 7.50-7.39 (m, 3H), 7.21 (td, 1H), 7.10-7.02 (m, 2H), 6.96 (d, 1H), 4.26 (s, 1H), 3.82-3.59 (m, 2H), 1.77-1.63 (m, 2H), 1.40-1.27 (m, 4H), 0.88 (t, 3H); MS (ES+) m/z 362 (M−17), 402 (M+23).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700641B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-3963a60471d041b7b68b9d21e96cdb28 |
| Source note | uspto-grants-2010_04 |