Acetic Anhydride → HCID 57429031, Verbindung

HRID 2089094Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2089094
[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 chromatoghaphy (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 chromatoghaphy (silica, ethyl acetate/hexane 1:4)

Quellen und Nachweise

ORD-Eintrag
ord-3cee18334e674fcca92bd19109827ef2
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08436017B2

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