p-Toluenesulfinic acid → P-Anisidine

HRID 53863

Reaktionsgleichung

Reaktionsgleichung von HRID 53863
C1(C)C=CC(S(O)=O)=CC=1.[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19]C(=O)OCC=C)=[CH:15][CH:14]=1>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C(Cl)Cl>[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=1

Komponenten

5

Edukt 2

HCID 10818p-Toluenesulfinic acidHCID 5228341Carbamic acid, 4-methoxyphenyl-, allyl ester

Produkt 1

HCID 7732P-AnisidineAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Tetrakis(triphenylphosphine)palladium (30.3 mg, 26.2 μmol) was added to a methylene chloride solution (3.7 ml) of p-toluenesulfinic acid (64.3 mg, 0.411 mmol) and allyl N-(p-methoxyphenyl)carbamate (77.6 mg, 0.374 mmol) prepared in Preparation 7. The reaction mixture was stirred for 40 minutes at room temperature. The reaction solution was subjected to a silica gel chromatography to obtain p-anisidine (36.3 mg) with a yield of 79%.

Aufarbeitung

  1. customprepared in Preparation 7

Quellen und Nachweise

ORD-Eintrag
ord-43e90eb6e5554891bda41ca849bbe57f
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05621084

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