HuagongsheHuagongshe Chemistry Print Report · For research reference only
Reserpine → 4,4,5,5-Tetramethyl-2-(3-nitro-4-phenoxyphenyl)-1,3,2-dioxaborolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Reserpine | HCID 5770 | — |
| Reactant | 4-Bromo-2-nitro-1-phenoxybenzene | HCID 16109449 | — |
| Reactant | 2-Phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzonitrile | HCID 22736340 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4,4,5,5-Tetramethyl-2-(3-nitro-4-phenoxyphenyl)-1,3,2-dioxaborolane | HCID 66915378 | — |
Reaction Steps
The title compound was prepared in a 56% from 4-bromo-2-nitro-1-phenoxybenzene in a similar manner to that described for the preparation 2-phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzonitrile: 1H NMR (DMSO-d6, 400 MHz) δ 8.19(d, 1H), 7.91(d, 1H), 7.46(t, 2H), 7.27(t, 1H), 7.14(d, 2H), 7.06(d, 1H), 1.31(s, 12H); RP-HPLC (Hypersil HS, 5 μm, 100 A 4.6×250 mm; 25%-100% acetonitrile—0.05 M ammonium acetate over 10 min, 1 ml/min) tr 14.02 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06713474B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-f03eee2555c84e3d88d2ab1967ae23fe |
| Source note | uspto-grants-2004_03 |