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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1094755Erstellt: 26. Oktober 2026

Water → (3-Ethoxy-6-methylpyridin-2-yl)methanol

https://huagongshe.com/reaction/1094755

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktIodoethaneHCID 6340—
EduktPotassium CarbonateHCID 11430—
Edukt3-Hydroxy-2-hydroxymethyl-6-methylpyridineHCID 135128—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(3-Ethoxy-6-methylpyridin-2-yl)methanolHCID 59363660—

Reaktionsschritte

2-(hydroxymethyl)-6-methyl-3-pyridinol (1.5 g, 10.78 mmol, available from Sigma-Aldrich #144428), K2CO3 (7.45 g, 53.9 mmol) and iodoethane (1.724 ml, 21.56 mmol) were dissolved in DMF (15 ml). The mixture was left stirring at room temperature overnight. Water and EtOAc were added and the two layers were separated. The aqueous one was back-extracted several times with EtOAc. The combined organic phases were washed with brine/ice, dried (Na2SO4), filtered and concentrated under reduced pressure to afford the crude title compound D13 (1.67 g) as a pale yellow solid which was used in the next step without any further purification. MS: (ES/+) m/z: 168 (M+1). C9H13NO2 requires 167. 1H-NMR (400 MHz, CDCl3) δ (ppm): 6.96-7.07 (m, 2 H), 4.71 (s, 2 H), 4.04 (q, 2 H), 2.50 (s, 3 H), 1.43 (t, 3 H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08133908B2
Quelldatensatzuspto-grants-2012_03
ORD IDord-3cef2e45b2324a4c8cc2de90da3ee8cb
Quellennotizuspto-grants-2012_03