4-Aminophenol → HCID 21398711, Verbindung

HRID 441762

Reaktionsgleichung

Reaktionsgleichung von HRID 441762
[C:1]([NH:4][C:5]1[CH:13]=[CH:12][C:8](C(O)=O)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[O:14]1[CH2:18][CH2:17][CH2:16]C1.[CH2:19](OC(Cl)=O)[CH:20](C)C.[CH:27]1[C:32]([NH2:33])=CC=C(O)C=1.[OH2:35]>N1C=CC=CC=1.C(N(CC)CC)C>[C:32]([NH:33][C:8]1[CH:7]=[CH:6][C:5]([NH:4][C:1]([C:2]2[CH:16]=[CH:17][C:18]([OH:14])=[CH:20][CH:19]=2)=[O:3])=[CH:13][CH:12]=1)(=[O:35])[CH3:27]

Komponenten

8

Edukt 5

HCID 4034-AminophenolHCID 962WaterHCID 8028TetrahydrofuranHCID 19266p-Acetamidobenzoic acidHCID 62365Isobutyl chloroformate

Produkt 1

HCID 21398711HCID 21398711, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

A solution of p-acetamidobenzoic acid (12.5 g.) in 250 ml. of tetrahydrofuran is treated with triethylamine (11.1 ml.). The mixture is then treated with isobutylchloroformate (10.4 ml.) and, after 5 min. at about 25° C., with p-aminophenol (13.3 g.) in 80 ml. of dry pyridine. After 40 min. the crude product is obtained by addition of 2 liters of water. the product is recrystallized from 500 ml. of hot methanol by dilution with 300 ml. of water as white crystals, 5.9 g., m.p. 275.0°-277.0° C.

Quellen und Nachweise

ORD-Eintrag
ord-ace3c809a8a9492da1b9f93982f3eb0e
Quelldatensatz
uspto-grants-1977_08
Patentnummer
US04042606

Verknüpfte Notizen

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