Diketene → m-Benzyloxy-acetylacetanilide

HRID 259054

Reaktionsgleichung

Reaktionsgleichung von HRID 259054
[CH2:1]=[C:2]1[O:6][C:4](=[O:5])[CH2:3]1.[CH2:7]([O:14][C:15]1[CH:16]=[C:17]([CH:19]=[CH:20][CH:21]=1)[NH2:18])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[CH2:7]([O:14][C:15]1[CH:16]=[C:17]([CH:19]=[CH:20][CH:21]=1)[NH:18][C:4](=[O:5])[CH2:3][C:2](=[O:6])[CH3:1])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Komponenten

3

Edukt 2

HCID 12661DiketeneHCID 928923-Benzyloxyaniline

Produkt 1

HCID 21422799m-Benzyloxy-acetylacetanilide

Versuchsvorschrift

m-hydroxy-3-methoxy-crotonanilide of formula V may be prepared by reacting diketene with m-benzyloxy-aniline to form m-benzyloxy-acetylacetanilide which is then reacted with methyl orthoformate to form m-benzyloxy-3,3-dimethoxybutyranilide which is converted by hydrogenolysis into m-hydroxy 3,3-dimethoxy-butyranilide which is then heated. Other compounds of formula V may be made in an analogous fashion.

Aufarbeitung

  1. customm-hydroxy-3-methoxy-crotonanilide of formula V may be prepared

Quellen und Nachweise

ORD-Eintrag
ord-e31b18b25ea24f75930d9282a0112d08
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04036633

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