Hydrochloric Acid → Methyl 4-bromo-2-nitrophenylacetate

HRID 2261826Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2261826
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[C:4]([N+:12]([O-:14])=[O:13])[CH:3]=1.Cl.[C:16]([O-])([O-])=O.[Na+].[Na+]>CO>[CH3:16][O:10][C:9](=[O:11])[CH2:8][C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]=1[N+:12]([O-:14])=[O:13]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 2715514-Bromo-2-nitrophenylacetic Acid

Produkt 1

HCID 15740598Methyl 4-bromo-2-nitrophenylacetateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

A solution of (4-bromo-2-nitro-phenyl)-acetic acid (5.00 g, 19.2 mmol) in methanol (100 mL) is treated with conc. HCl (1.0 mL). The mixture is stirred at 85° C. for 16 hours and cooled to room temperature. The mixture is neutralized with aqueous Na2CO3 and concentrated. The residue is extracted with ethyl acetate (50 mL×2), and the combined organic layers are dried over sodium sulfate and concentrated to provide (4-bromo-2-nitro-phenyl)-acetic acid methyl ester as a brown solid (5.27 g, 100%).

Aufarbeitung

  1. temperaturecooled to room temperature
  2. concentrationconcentrated
  3. extractionThe residue is extracted with ethyl acetate (50 mL×2)
  4. dry with materialthe combined organic layers are dried over sodium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-47084515876c44c3b8d4ce51e956da90
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07846960B2

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