HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromophenol → 4-bromo-1-(diphenylmethyl)-3-hydroxy-3-(7-hydroxy-2,3-dihydro-1,4-benzodioxin-6-yl)-1,3-dihydro-2H-indol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromophenol | HCID 11563 | — |
| Reactant | 2,3-Dihydro-1,4-benzodioxin-6-ol | HCID 9115273 | — |
| Reactant | 1-((5-(Trifluoromethyl)furan-2-yl)methyl)indoline-2,3-dione | HCID 67356488 | — |
| Reactant | 4-Bromo-1-benzhydrylindoline-2,3-dione | HCID 67357423 | — |
| Product | 4-bromo-1-(diphenylmethyl)-3-hydroxy-3-(7-hydroxy-2,3-dihydro-1,4-benzodioxin-6-yl)-1,3-dihydro-2H-indol-2-one | HCID 67376626 | — |
Reaction Steps
Following the procedure as described in PREPARATION 2A and making non-critical variations using 2,3-dihydro-1,4-benzodioxin-6-ol to replace 3-bromophenol, and 4-bromo-1-benzhydrylindoline-2,3-dione to replace 1-((5-(trifluoromethyl)furan-2-yl)methyl)indoline-2,3-dione, 4-bromo-1-(diphenylmethyl)-3-hydroxy-3-(7-hydroxy-2,3-dihydro-1,4-benzodioxin-6-yl)-1,3-dihydro-2H-indol-2-one was obtained (99%) as a colorless solid: 1H NMR (300 MHz, DMSO-d6) δ9.06 (s, 1H), 7.44-7.28 (m, 10H), 6.98-6.82 (m, 2H), 6.68 (s, 1H), 6.33 (d, J=7.4 Hz, 1H), 6.16 (s, 1H), 4.23-4.08 (m, 4H); MS (ES+) m/z 566.1 (M+23), 568.1 (M+23).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415370B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-beca2a2c7775476aafb672181704a162 |
| Source note | uspto-grants-2013_04 |