HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromophenol → 3-(4,5-difluoro-2-hydroxyphenyl)-1-(diphenylmethyl)-3-hydroxy-1,3-dihydro-2H-indol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromophenol | HCID 11563 | — |
| Reactant | 3,4-Difluorophenol | HCID 75927 | — |
| Reactant | 1-(diphenylmethyl)-1H-indole-2,3-dione | HCID 1969277 | — |
| Reactant | 1-((5-(Trifluoromethyl)furan-2-yl)methyl)indoline-2,3-dione | HCID 67356488 | — |
| Product | 3-(4,5-difluoro-2-hydroxyphenyl)-1-(diphenylmethyl)-3-hydroxy-1,3-dihydro-2H-indol-2-one | HCID 67357429 | — |
Reaction Steps
Following the procedure as described in PREPARATION 2A and making non-critical variations using 3,4-difluorophenol to replace 3-bromophenol, and 1-(diphenylmethyl)-1H-indole-2,3-dione to replace 1-((5-(trifluoromethyl)furan-2-yl)methylindoline-2,3-dione, 3-(4,5-difluoro-2-hydroxyphenyl)-1-(diphenylmethyl)-3-hydroxy-1,3-dihydro-2H-indol-2-one was obtained (61%) as a colorless solid: 1H NMR (300 MHz, CDCl3) δ9.23 (br s, 1H), 7.47-7.44 (m, 1H), 7.35-7.21 (m, 9H), 7.18-7.11 (m, 2H), 6.90 (s, 1H), 6.83 (dd, J=11.2, 6.9 Hz, 1H), 6.67 (dd, J=11.2, 8.7 Hz, 1H), 6.56-6.51 (m, 1H), 4.13 (br s, 1H); MS (ES+) m/z 426.2 (M−17).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263606B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-94d57c6e720245d798a376870738d275 |
| Source note | uspto-grants-2012_09 |