Hydrochloric Acid → Methyl 5-(imino(methoxy)methyl)-2,4-dimethylbenzoate hydrochloride

HRID 541479

Reaktionsgleichung

Reaktionsgleichung von HRID 541479
[C:1]([C:3]1[C:4]([CH3:14])=[CH:5][C:6]([CH3:13])=[C:7]([CH:12]=1)[C:8]([O:10][CH3:11])=[O:9])#[N:2].[ClH:15].[CH3:16][OH:17]>>[ClH:15].[NH:2]=[C:1]([O:17][CH3:16])[C:3]1[C:4]([CH3:14])=[CH:5][C:6]([CH3:13])=[C:7]([CH:12]=1)[C:8]([O:10][CH3:11])=[O:9]

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 68288737Methyl 5-cyano-2,4-dimethylbenzoate2×

Produkt 1

HCID 68288394Methyl 5-(imino(methoxy)methyl)-2,4-dimethylbenzoate hydrochlorideAusbeute 15 %

Versuchsvorschrift

Into a 50-mL three neck round-bottom flask, was placed a solution of methyl 5-cyano-2,4-dimethylbenzoate (compound 2.3, 900 mg, 4.28 mmol, 1.00 equiv, 90%) in methanol (20 mL). Hydrogen chloride gas was introduced by bubbling through the solution for 0.5 hr. The reaction mixture was then transferred into a 30-mL sealed tube and stirred overnight at room temperature. The mixture was concentrated under vacuum and the residue was diluted with ethyl acetate (30 mL) and extracted with water (10 mL). The aqueous was concentrated in vacuo to obtain the title compound as a white solid (200 mg, 15%).

Aufarbeitung

  1. customby bubbling through the solution for 0.5 hr
  2. customsealed tube
  3. concentrationThe mixture was concentrated under vacuum
  4. additionthe residue was diluted with ethyl acetate (30 mL)
  5. extractionextracted with water (10 mL)
  6. concentrationThe aqueous was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e7399ba79198477495344f4962884360
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08871790B2

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