Hydrochloric Acid → 5-(But-2-ynyloxy)picolinic acid

HRID 1950772Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1950772
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]#[C:14][CH3:15])=[CH:7][N:6]=1)=[O:4].[Li+].[OH-].Cl>C1COCC1.O>[CH2:12]([O:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]([OH:4])=[O:2])=[N:6][CH:7]=1)[C:13]#[C:14][CH3:15]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58449213Methyl 5-(but-2-yn-1-yloxy)picolinate

Produkt 1

HCID 679795075-(But-2-ynyloxy)picolinic acidAusbeute 75,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
22 °C

Versuchsvorschrift

To a solution of 5-but-2-ynyloxy-pyridine-2-carboxylic acid methyl ester (234 mg) in THF (20 ml) and water (15 ml) was added aqueous LiOH (1M, 2.3 ml) and the mixture was stirred at 22° C. for 1 h. The mixture was treated with aqueous HCl (1M, 2.3 ml), evaporated slowly, the suspension obtained was filtered, the residue washed with water and dried to give the title product (165 mg) as a white solid. MS: m/z=192.1 [M+H]+.

Aufarbeitung

  1. customevaporated slowly
  2. customthe suspension obtained
  3. filtrationwas filtered
  4. washthe residue washed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c236e413c13840bd81b0afbe91c1552a
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08404680B2

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