StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

p-Toluenesulfonic acid → Methyl 3-formylpicolinate

HRID 703483
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 703483
[CH3:1][O:2][C:3]([C:5]1[C:10]([CH:11](OC)[O:12]C)=[CH:9][CH:8]=[CH:7][N:6]=1)=[O:4].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)(O)[O-].[Na+]>O1CCOCC1.O>[CH3:1][O:2][C:3]([C:5]1[C:10]([CH:11]=[O:12])=[CH:9][CH:8]=[CH:7][N:6]=1)=[O:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 10856765Methyl 3-(dimethoxymethyl)picolinate

Produkt 1

HCID 10877473Methyl 3-formylpicolinate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 31275
1,4-Dioxane
Lösungsmittel

Versuchsvorschrift

To a solution of 3-(dimethoxymethyl)-2-pyridinecarboxylic acid methyl ester (1.02 g) in dioxane (20 mL) was added water (20 mL), followed by p-toluenesulfonic acid (0.30 g). This solution was heated at 55°-60° C. for 24 hours. The reaction mixture was cooled, diluted with water (50 mL), treated with aqueous saturated sodium bicarbonate until the pH was 7.5-8.0, and extracted with methylene chloride (3×). The combined organic extracts were washed with dilute brine (3×), dried (K2CO3) and evaporated to afford a light yellow solid which yielded 540 mg (62.5%) of an almost pure product.

Aufarbeitung

  1. temperatureThis solution was heated at 55°-60° C. for 24 hours
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted with methylene chloride (3×)
  4. washThe combined organic extracts were washed with dilute brine (3×)
  5. dry with materialdried (K2CO3)
  6. customevaporated
  7. customto afford a light yellow solid which
  8. customyielded 540 mg (62.5%) of an almost pure product

Quellen und Nachweise

ORD-Eintrag
ord-7d707a10cff24ec2a591f83b03c2927a
Quelldatensatz
uspto-grants-1991_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04983612

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion