Acetic Anhydride → Acetic acid 2-(1-methyl-1H-indol-7-yloxy)-ethyl ester

HRID 1009015

Reaktionsgleichung

Reaktionsgleichung von HRID 1009015
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[O:11][CH2:12][CH2:13][OH:14])[CH:4]=[CH:3]1.[C:15](OC(=O)C)(=[O:17])[CH3:16]>N1C=CC=CC=1>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[O:11][CH2:12][CH2:13][O:14][C:15](=[O:17])[CH3:16])[CH:4]=[CH:3]1

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 673047412-(1-Methyl-1H-indol-7-yloxy)-ethanol

Produkt 1

HCID 67304991Acetic acid 2-(1-methyl-1H-indol-7-yloxy)-ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A solution of 2-(1-methyl-1H-indol-7-yloxy)-ethanol (0.78 g, 4 mmol) in pyridine (10 mL) was treated with acetic anhydride (5 mL). The reaction mixture was stirred at rt for 4 h and concentrated. The residue was quenched with ice/water and extracted with ethyl acetate. The organics were washed with 2N sulfuric acid, sat. sodium bicarbonate and brine, dried and concentrated. The residue was chromatographed on silica gel using heptanelethyl acetate as eluent to produce the desired compound (0.90 g) as an off-white solid. MS (ISP): m/e 234.1 (M+H)+

Aufarbeitung

  1. concentrationconcentrated
  2. customThe residue was quenched with ice/water
  3. extractionextracted with ethyl acetate
  4. washThe organics were washed with 2N sulfuric acid, sat. sodium bicarbonate and brine
  5. customdried
  6. concentrationconcentrated
  7. customThe residue was chromatographed on silica gel using heptanelethyl acetate as eluent

Quellen und Nachweise

ORD-Eintrag
ord-6df211154aa948ef91eb957b4b6645ce
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07973051B2

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