Triphenylphosphine → {4-[2-(5-Methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-phenyl-amine

HRID 352444

Reaktionsgleichung

Reaktionsgleichung von HRID 352444
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[CH3:15][C:16]1[O:20][C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[N:18][C:17]=1[CH2:27][CH2:28]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>C1COCC1>[CH3:15][C:16]1[O:20][C:19]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[N:18][C:17]=1[CH2:27][CH2:28][O:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 11776TriphenylphosphineHCID 312084-HydroxydiphenylamineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 7255852-(5-Methyl-2-phenyl-4-oxazolyl)ethanol

Produkt 1

HCID 22712168{4-[2-(5-Methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-phenyl-amineAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a solution of 0.50 g 4-hydrox-phenylaniline, 0.83 g of 2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethan-1-ol and 1.06 g of triphenylphosphine in 20 ml of THF was added at 0° C. a solution of 0.82 g of diisopropyl azodicarboxylate in 10 ml of THF over 30 min and stirring was continued at 22° C. for 5 h. The mixture was evaporated and the residue purified by chromatography (SiO2, n-hexane/AcOEt 6:1) to give 0.62 g of the title compound as a colorless solid. MS: (M+H)+ 371.4.

Aufarbeitung

  1. customThe mixture was evaporated
  2. customthe residue purified by chromatography (SiO2, n-hexane/AcOEt 6:1)

Quellen und Nachweise

ORD-Eintrag
ord-56fd7fa0741f4590bc8cbc2b3cab77f3
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06747049B2

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