Ethyl Acrylate → Ethyl (3-benzyloxy-6-hydroxymethylpyridin-2-yl)propenoate

HRID 264789

Reaktionsgleichung

Reaktionsgleichung von HRID 264789
[CH2:1]([O:8][C:9]1[C:10](I)=[N:11][C:12]([CH2:15][OH:16])=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(=O)C.[K+].[C:23]([O:27][CH2:28][CH3:29])(=[O:26])[CH:24]=[CH2:25]>CN(C=O)C.O>[CH2:1]([O:8][C:9]1[C:10]([C:24](=[CH2:25])[C:23]([O:27][CH2:28][CH3:29])=[O:26])=[N:11][C:12]([CH2:15][OH:16])=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 8821Ethyl AcrylateHCID 517044Potassium AcetateHCID 196927123-Benzyloxy-6-hydroxymethyl-2-iodopyridine

Produkt 1

HCID 86751041Ethyl (3-benzyloxy-6-hydroxymethylpyridin-2-yl)propenoateAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To a solution of 3-benzyloxy-6-hydroxymethyl-2-iodopyridine (1.20 g, 3.50 mmol) in DMF (6.4 ml) and water (0.32 ml) were added potassium acetate (0.83 g, 8.5 mmol) palladium acetate (32 mg, 0.14 mmol) and ethyl acrylate (1.1ml, 1.01 g, 10 mmol). The mixture was placed under nitrogen and stirred and heated at 120° C. for 1.25 h. By hplc the solution yield was 62%.

Quellen und Nachweise

ORD-Eintrag
ord-3b9686b7cdd04c39bcff3ecc3658d90a
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05646286

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