Methanol → Methyl 2-(2-nitrophenyl)acetate

HRID 552997

Reaktionsgleichung

Reaktionsgleichung von HRID 552997
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:11]([OH:13])=[O:12])([O-:3])=[O:2].S(Cl)(Cl)=O.[CH3:18]O>>[CH3:18][O:12][C:11](=[O:13])[CH2:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 77337(2-Nitrophenyl)acetic acid

Produkt 1

HCID 520464Methyl 2-(2-nitrophenyl)acetate

Versuchsvorschrift

A round bottom flask with magnetic stirrer was charged with (2-nitro-phenyl)-acetic acid (10.0 g, 55.0 mmol) and methanol (70 mL) under an argon atmosphere. To the resulting yellow solution at room temperature was added thionyl chloride (12.1 mL, 166 mmol) dropwise via addition funnel (Note: Reaction is very exothermic). The resulting reaction mixture was stirred at room temperature for 12-18 hours and concentrated in vacuo to afford 13.3 g of crude (2-nitro-phenyl)-acetic acid methyl ester as an orange oil. This material was used directly in subsequent reactions.

Aufarbeitung

  1. additiondropwise via addition funnel (Note
  2. customReaction
  3. customThe resulting reaction mixture
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0af16af2eab5424a91e058c0a2bfda7b
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07951950B2

Verknüpfte Notizen

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