Dicyclohexylcarbodiimide → HCID 15052024, Verbindung

HRID 329568Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 329568
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:11]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][N:21]2[C:25](=[O:26])[C:24]([CH3:28])([CH3:27])[CH2:23][O:22]2)=[CH:16][CH:15]=1)=O)([OH:3])=[O:2].C1(N=C=NC2CCCCC2)CCCCC1>C1(C)C=CC=CC=1>[C:1]1(=[O:3])[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[CH:10]=[C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][N:21]3[C:25](=[O:26])[C:24]([CH3:27])([CH3:28])[CH2:23][O:22]3)=[CH:16][CH:15]=2)[O:2]1

Komponenten

4

Edukt 2

HCID 10868DicyclohexylcarbodiimideHCID 15052016HCID 15052016, Verbindung

Produkt 1

HCID 15052024HCID 15052024, VerbindungAusbeute 109,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 0.57 gram (0.0015 mole) of 2-[[4-[(2-carboxyphenylmethyl)carbonylamino]phenyl]methyl]-4,4-dimethyl-3-isoxazolidinone in 100 mL of toluene was cooled in an ice bath, and, with stirring, 0.33 gram (0.0016 mole) of dicyclohexylcarbodiimide was added in one portion. Upon completion of addition the reaction mixture was allowed to warm to ambient temperature where it was stirred for 16 hours. The resultant solid was collected by filtration to yield 0.60 gram of 2-[[4-[(1H-2-benzopyran-1-one-3-yl)amino]phenyl]methyl]-4,4-dimethyl-3-isoxazolidinone; m.p. 175°-177° C.

Aufarbeitung

  1. additionUpon completion of addition the reaction mixture
  2. stirringwas stirred for 16 hours
  3. filtrationThe resultant solid was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-ec648fc7aae44292a197c6bb9386d8b1
Quelldatensatz
uspto-grants-1990_01
Patentnummer
US04892578

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