5-Bromo-3-indoleacetic acid → methyl 2-(5-bromo-1H-indol-3-yl)acetate

HRID 250229Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 250229
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][C:12]([OH:14])=[O:13].[CH3:15][Si](C=[N+]=[N-])(C)C>CO>[CH3:15][O:13][C:12](=[O:14])[CH2:11][C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([Br:1])[CH:3]=2)[NH:7][CH:6]=1

Komponenten

4

Edukt 2

HCID 967345-Bromo-3-indoleacetic acidHCID 167693Trimethylsilyldiazomethane

Produkt 1

HCID 49782545methyl 2-(5-bromo-1H-indol-3-yl)acetateAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of (5-bromo-1H-indol-3-yl)-acetic acid (683 mg, 2.69 mmol) in methanol (6 mL) is added (trimethylsilyl)diazomethane (2.0 M solution in hexanes, approximately 6 mL) over two minutes at room temperature. The yellow mixture is concentrated. The residue is taken up in methanol and is concentrated several times to give of the title compound (710 mg, 99%). ES/MS m/e 266.2 (M−2).

Aufarbeitung

  1. concentrationThe yellow mixture is concentrated
  2. concentrationis concentrated several times

Quellen und Nachweise

ORD-Eintrag
ord-ae807f98bc08481ba5fe2c9bb370e741
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863302B2

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