4-Ethoxybenzaldehyde → alpha-(4-Ethoxyphenyl)-N-tert-octylnitrone

HRID 1003679

Reaktionsgleichung

Reaktionsgleichung von HRID 1003679
C(OC1C=CC([NH:10][C:11]([CH2:14][C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:13])[CH3:12])=CC=1)C.ClC1C=C(C=CC=1)C(OO)=[O:24].[BH4-].[Na+].[CH2:32]([O:34][C:35]1[CH:42]=[CH:41][C:38]([CH:39]=O)=[CH:37][CH:36]=1)[CH3:33].C(N)(CC(C)(C)C)(C)C>C(Cl)Cl.CO>[CH2:32]([O:34][C:35]1[CH:42]=[CH:41][C:38]([CH:39]=[N+:10]([C:11]([CH2:14][C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:13])[CH3:12])[O-:24])=[CH:37][CH:36]=1)[CH3:33]

Komponenten

8

Edukt 5

HCID 248344-EthoxybenzaldehydeHCID 61017tert-OctylamineHCID 70297m-Chloroperbenzoic acidHCID 4311764Sodium borohydrideHCID 18433750HCID 18433750, Verbindung

Produkt 1

HCID 86587909alpha-(4-Ethoxyphenyl)-N-tert-octylnitrone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

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).

Quellen und Nachweise

ORD-Eintrag
ord-c68146c80b7f4da5872fd5316ca2ac09
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06046232

Verknüpfte Notizen

Wird geladen…