Acetic Acid → HCID 68543913, Verbindung

HRID 2242916Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2242916
[C:1]([NH:3][CH3:4])#[CH:2].[Cl:5][C:6]1[C:11]([CH:12]=O)=[C:10]([F:14])[C:9]([CH3:15])=[CH:8][CH:7]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(O)(=O)C>C(Cl)Cl>[Cl:5][C:6]1[C:11]([CH2:12][N:3]([C:1]#[CH:2])[CH3:4])=[C:10]([F:14])[C:9]([CH3:15])=[CH:8][CH:7]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 12682786-Chloro-2-fluoro-3-methylbenzaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 22945101HCID 22945101, Verbindung

Produkt 1

HCID 68543913HCID 68543913, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of ethynyl-methylamine (98 uL, 1.16 mmol) and 6-chloro-2-fluoro-3-methyl-benzaldehyde (200 mg, 1.16 mmol) in CH2Cl2 (3 mL) was added sodium triacetoxyborohydride (369 mg, 1.74 mmol) and acetic acid (7 uL, 0.12 mmol). The reaction mixture was stirred at room temperature for 2 hours, quenched with saturated aqueous NaHCO3, and extracted with ethyl acetate. The combined organic phases were washed with brine, dried over anhydrous magnesium sulfate, and concentrated to afford the title compound as yellow oil.

Aufarbeitung

  1. customquenched with saturated aqueous NaHCO3
  2. extractionextracted with ethyl acetate
  3. washThe combined organic phases were washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b6d175634c4f44cca56e58963d37d3f5
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07674791B2

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