HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Ethoxybenzaldehyde → alpha-(4-Ethoxyphenyl)-N-tert-octylnitrone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Ethoxybenzaldehyde | HCID 24834 | — |
| Reactant | tert-Octylamine | HCID 61017 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 18433750 | HCID 18433750 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | alpha-(4-Ethoxyphenyl)-N-tert-octylnitrone | HCID 86587909 | — |
Reaction Steps
The title compound was prepared by oxidation of N-(4-ethoxyphenyl)-N-tert-octylamine with m-chloroperoxybenzoic acid in methylene chloride. The amine was synthesized via NaBH4 reduction from the corresponding imine which was acquired by condensation of 4-ethoxybenzaldehyde and tert-octylamine in methanol. The title compound was isolated in 65.0% overall yield as white crystals, m.p. 100.8° C. (Rf =0.33 on silica gel plate using hexanes:EtOAc, 7:3, v/v, as an eluant).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06046232 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-c68146c80b7f4da5872fd5316ca2ac09 |
| Source note | uspto-grants-2000_04 |