Dimethylamine → (3-Dimethylamino-4-nitrophenyl)acetic acid methyl ester

HRID 1864959Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1864959
[CH3:1][O:2][C:3](=[O:15])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7](Br)[CH:6]=1.[CH2:16]([N:18](CC)[CH2:19]C)C.CNC>O1CCCC1>[CH3:1][O:2][C:3](=[O:15])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([N:18]([CH3:19])[CH3:16])[CH:6]=1

Komponenten

5

Edukt 3

HCID 674DimethylamineHCID 8471TriethylamineHCID 23512304Methyl (3-bromo-4-nitrophenyl)acetate

Produkt 1

HCID 57683228(3-Dimethylamino-4-nitrophenyl)acetic acid methyl esterAusbeute 52,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The (3-bromo-4-nitrophenyl)acetic acid methyl ester (0.320 g) obtained in Example 4 b) was dissolved in tetrahydrofuran (10 mL). To this solution were added triethylamine (0.237 g) and dimethylamine (2M tetrahydrofuran; 0.58 mL), and stirred overnight while heating. The reaction mixture was concentrated and purified by column chromatography on silica gel with ethyl acetate:hexane=1:4 to give the title compound (0.145 g) as an orange oil.

Aufarbeitung

  1. temperaturewhile heating
  2. concentrationThe reaction mixture was concentrated
  3. custompurified by column chromatography on silica gel with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-972829bca93a40c5a6fdea4310c1af56
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07625948B2

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