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907192-60-3 synthesis

3synthesis methods
132513-51-0 Synthesis
(S)-Butyl 2-hydroxybutanoate

132513-51-0
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$497.72/5MG

907192-60-3

907192-60-3
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Yield:907192-60-3 98.2%

Reaction Conditions:

with pyridine in dichloromethane at 0; for 0.166667 h;

Steps:

1

n-Butyl (S)-2-hydroxybutyrate (1.0 g, 99% ee) was dissolved in methylene chloride (8 mL), and pyridine (518 mg) was added at 0°C to the resultant solution. Subsequently, trifluoromethanesulfonic anhydride (1.8 g) was added dropwise thereto at 0°C, and the mixture was stirred for 10 minutes. The reaction mixture was directly subjected to silica gel column chromatography, followed by passage of methylene chloride through the column. The eluate of interest was concentrated under reduced pressure, to thereby yield 1.8 g of a colorless, oily substance (98.2%). 1H-NMR(400 MHz, CDCl3) δ ppm: 0.93(t, J=7 Hz, 3H), 1.05(t, J=7 Hz, 3H), 1.34-1.43(m, 2H), 1.65(quintet, J=7 Hz, 3H), 1.97-2.08(m, 2H), 4.23(td, J=7.3 Hz, 2H), 5.06(dd, J=7.5 Hz, 1H).

References:

EP1854779,2007,A1 Location in patent:Page/Page column 7-8