Triethylamine → [2-Amino-5-(2-methyl-1,3-dioxolan-2-yl)phenyl](phenyl)methanone

HRID 463497Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 463497
[CH3:1][C:2]1([C:7]2[CH:8]=[CH:9][C:10]3[C:11]([CH:21]=2)=[C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[O:13][N:14]=3)[O:6][CH2:5][CH2:4][O:3]1.C(N(CC)CC)C>[Pd].O1CCCC1>[NH2:14][C:10]1[CH:9]=[CH:8][C:7]([C:2]2([CH3:1])[O:3][CH2:4][CH2:5][O:6]2)=[CH:21][C:11]=1[C:12]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[O:13]

Komponenten

5

Edukt 2

HCID 8471TriethylamineHCID 6497105-(2-Methyl-1,3-dioxolan-2-yl)-3-phenyl-2,1-benzoxazole

Produkt 1

HCID 21828105[2-Amino-5-(2-methyl-1,3-dioxolan-2-yl)phenyl](phenyl)methanoneAusbeute 89,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5-(2-Methyl-1,3-dioxolan-2yl)-3-phenyl-2,1-benzisoxazole (1.50 g, 5.3 m mol), triethyl amine (0.3 ml) and 5% palladium on carbon (0.15 g) were combined in dry tetrahydrofuran (13 ml). The apparatus wa flushed with nitrogen and then hydrogen. A static hydrogen atmosphere was maintained (1 atm.) and the progress of the reaction followed by gas chromatography. The starting material and product have retention times of 11.15 and 11.33 min. respectively. When conversion was complete, the mixture was filtered through a pad of Celite to yield a clear yellow solution. Evaporation of the solution yielded a yellow solid (1.35 g) of mp. 108°-111° C.

Aufarbeitung

  1. customThe apparatus wa flushed with nitrogen
  2. temperatureA static hydrogen atmosphere was maintained (1 atm.)
  3. customretention times of 11.15 and 11.33 min.
  4. filtrationthe mixture was filtered through a pad of Celite
  5. customto yield a clear yellow solution
  6. customEvaporation of the solution

Quellen und Nachweise

ORD-Eintrag
ord-c9e8a1bebfb04e5c85a7b72d5c14d392
Quelldatensatz
uspto-grants-1985_05
Patentnummer
US04519938

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