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ChemicalBook CAS DataBase List 2-(4,6-Dichloropyrimidin-5-yl)ethanol

2-(4,6-Dichloropyrimidin-5-yl)ethanol synthesis

3synthesis methods
-

Yield:853680-74-7 97%

Reaction Conditions:

with diisobutylaluminium hydride in diethyl ether at -78 - 20; for 3 h;

Steps:

97.3

To a solution of (4,6-Dichloro-pyrimidin-5-yl)-acetic acid methyl ester (0.52g, 2.35 mmol) in ether (40 mL) at-78 °C was added DIBAL-H (1. 5M, 4 mL, 6.05 mmol) dropwise. After addition, the mixture was allowed to warm up to room temperature and stirred for 3 hours. Then quenched with 2N HC1 (10 mL) at-78 °C. Extracted with ethyl acetate (3x50 mL). The organic phase was dried and concentrated to give fairly pure 2- (4, 6-Dichloro- pyrimidin-5-yl)-ethanol (0.44 g, 97%). 1H NMR (CDC13, 400 MHz) 8 8.66 (s, 1H), 3.96 (t, J=6.8Hz, 2H), 3.23 (t, J=6.8Hz, 2H). 1.65 (s, 1H). MS (APCI+) [M+H] +194.

References:

WO2005/51304,2005,A2 Location in patent:Page/Page column 155-156