Methanol → Methyl 1-butylisoquinoline-7-carboxylate

HRID 349058

Reaktionsgleichung

Reaktionsgleichung von HRID 349058
[CH2:1]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:15]([OH:17])=[O:16])[CH:13]=2)[CH:8]=[CH:7][N:6]=1)[CH2:2][CH2:3][CH3:4].S(=O)(=O)(O)O.[CH3:23]O>>[CH2:1]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:15]([O:17][CH3:23])=[O:16])[CH:13]=2)[CH:8]=[CH:7][N:6]=1)[CH2:2][CH2:3][CH3:4]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 210851771-Butylisoquinoline-7-carboxylic acid

Produkt 1

HCID 21086138Methyl 1-butylisoquinoline-7-carboxylate

Versuchsvorschrift

A solution of 1-butylisoquinoline-7-carboxylic acid (325 mg, 1.41 mmol) in methanol (25 mL) containing concentrated sulfuric acid (800 μL) was refluxed overnight. The reaction mixture was then concentrated under reduced pressure, diluted with methylene chloride, washed with water, and saturated sodium chloride. The organic layer was then dried (sodium sulfate), filtered, and concentrated to yield methyl 1-butylisoquinoline-7-carboxylate (350 mg): ESI MS m/z 244 [M+H]+;

Aufarbeitung

  1. temperaturewas refluxed overnight
  2. concentrationThe reaction mixture was then concentrated under reduced pressure
  3. additiondiluted with methylene chloride
  4. washwashed with water, and saturated sodium chloride
  5. dry with materialThe organic layer was then dried (sodium sulfate)
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-bf3650519a0643269c5d016c44e4dd2a
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07176242B2

Verknüpfte Notizen

Wird geladen…