HuagongsheHuagongshe Chemistry Print Report · For research reference only
Reserpine → 4-Bromo-2-methyl-1-phenoxybenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Reserpine | HCID 5770 | — |
| Reactant | 4-Bromo-2-methylphenol | HCID 16896 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 4-Bromo-2-chloro-1-phenoxybenzene | HCID 22736309 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Bromo-2-methyl-1-phenoxybenzene | HCID 22736253 | 35% |
Reaction Steps
The title compound was prepared in a 35% yield from 4-bromo-2-methylphenol and phenyl boronic acid in a manner similar to that described for the preparation of 4-bromo-2-chloro-1-phenoxybenzene: 1H NMR (DMSO-d6, 400 MHz) δ 7.54(s, 1H), 7.35(m, 3H), 7.12(t, 1H), 6.93(d, 2H), 6.82(d, 2H), 2.18(s, 3H); RP-HPLC (Hypersil HS, 5 μm, 100 A, 4.6×250 mm; 25%-100% acetonitrile—0.05 M ammonium acetate over 10 min, 1 mmin) tr 14.25min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06713474B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-61cf25a4cfa74d5ebe507117971a32dd |
| Source note | uspto-grants-2004_03 |