1-Hydroxybenzotriazole → 4-Benzyloxy-3-methoxy-N-(3-benzyloxy-4-methoxyphenyl)benzamide

HRID 19992

Reaktionsgleichung

Reaktionsgleichung von HRID 19992
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([NH2:15])[CH:12]=[CH:11][C:10]=1[O:16][CH3:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:18]([O:25][C:26]1[CH:34]=[CH:33][C:29]([C:30](O)=[O:31])=[CH:28][C:27]=1[O:35][CH3:36])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.ON1C2C=CC=CC=2N=N1>CN(C)C=O>[CH2:18]([O:25][C:26]1[CH:34]=[CH:33][C:29]([C:30]([NH:15][C:13]2[CH:12]=[CH:11][C:10]([O:16][CH3:17])=[C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:14]=2)=[O:31])=[CH:28][C:27]=1[O:35][CH3:36])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Komponenten

5

Edukt 3

HCID 757711-HydroxybenzotriazoleHCID 2263354-(Benzyloxy)-3-methoxybenzoic acidHCID 125477223-(Benzyloxy)-4-methoxyaniline

Produkt 1

HCID 593470874-Benzyloxy-3-methoxy-N-(3-benzyloxy-4-methoxyphenyl)benzamideAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

N,N-1,3-Diisopropyl carbodiimide (0.40 g, 3.36 mmol) was added to a solution of 1-benzyloxy-2-methoxy-5-aminobenzene (0.771 g, 3.36 mmol), 4-benzyloxy-3-methoxy benzoic acid (0.87 g, 3.36 mmol) and 1-hydroxybenzotriazole (0.454 g, 3.36 mmol) in N,N-dimethylformamide (15 ml) and stirred for 12 hrs. The product was precipitated by diluting with a mixture of ethyl acetate/hexane (1:1) (120 ml). Filtration of the reaction mixture provided 1.12 g of 4-Benzyloxy-3-methoxy-N-(3-benzyloxy-4-methoxyphenyl)benzamide. Yield 69%.

Aufarbeitung

  1. customThe product was precipitated
  2. additionby diluting with a mixture of ethyl acetate/hexane (1:1) (120 ml)
  3. filtrationFiltration of the reaction mixture

Quellen und Nachweise

ORD-Eintrag
ord-ab681303a53545a78fbd4db244964824
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745490B2

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