Acetic Anhydride → HCID 57429031, Verbindung

HRID 1815091Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1815091
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([OH:37])[CH2:16][N:17]([CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:18]2([CH3:29])[CH2:26][C:25]3[C:20](=[CH:21][C:22]([CH3:28])=[C:23]([CH3:27])[CH:24]=3)[CH2:19]2)=[CH:11][C:10]=1[N+:38]([O-:40])=[O:39])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:41](OC(=O)C)(=[O:43])[CH3:42]>N1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([O:37][C:41](=[O:43])[CH3:42])[CH2:16][N:17]([CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:18]2([CH3:29])[CH2:26][C:25]3[C:20](=[CH:21][C:22]([CH3:28])=[C:23]([CH3:27])[CH:24]=3)[CH2:19]2)=[CH:11][C:10]=1[N+:38]([O-:40])=[O:39])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 54392747HCID 54392747, Verbindung

Produkt 1

HCID 57429031HCID 57429031, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of (R)-1-(4-Benzyloxy-3-nitro-phenyl)-2-[benzyl-(2,5,6-trimethyl-indan-2-yl)-amino]-ethanol in pyridine is added acetic anhydride and the mixture stirred for 18 hours. The reaction mixture is quenched with water and after addition of ethyl acetate washed twice with aqueous KHSO4 solution, twice with aqueous NaHCO3 and once with brine. The product is purified by chromatography (silica, ethyl acetate/hexane 1:4). ES+ MS m/e 579 (MH+).

Aufarbeitung

  1. customThe reaction mixture is quenched with water
  2. additionafter addition of ethyl acetate
  3. washwashed twice with aqueous KHSO4 solution, twice with aqueous NaHCO3 and once with brine
  4. customThe product is purified by chromatography (silica, ethyl acetate/hexane 1:4)

Quellen und Nachweise

ORD-Eintrag
ord-0e056b0be7f34001834c2dace192a271
Quelldatensatz
uspto-grants-2005_04
Patentnummer
US06878721B1

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