Acryloyl chloride → 3-(Acryloylmethylamino)benzoic Acid Methyl Ester

HRID 1039845Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1039845
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][CH3:11])[CH:5]=1.C(=O)(O)[O-].[Na+].[C:18](Cl)(=[O:21])[CH:19]=[CH2:20]>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][CH2:11][C:18](=[O:21])[CH:19]=[CH2:20])[CH:5]=1

Komponenten

5

Edukt 3

HCID 13140Acryloyl chlorideHCID 516892Sodium Bicarbonate2×HCID 10899041Benzoic acid, 3-(methylamino)-, methyl ester

Produkt 1

HCID 667703313-(Acryloylmethylamino)benzoic Acid Methyl EsterAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred mixture of 3-methylaminobenzoic acid methyl ester (3.11 g, 18.8 mmol) and sodium bicarbonate (3.16 g, 37.6 mmol) in DCM (20.0 mL) at 0° C. was added 2-propenoyl chloride (2.29 mL, 28.2 mmol). The reaction mixture was stirred overnight at room temperature. Saturated aqueous sodium bicarbonate solution was added and the layers were separated. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give the title compound (4.12 g, 100% yield), which was used in the next reaction without further purification.

Aufarbeitung

  1. customthe layers were separated
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9358cdac8c994d32ad6f10c5df71f934
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08551978B2

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