ChemicalBook CAS DataBase List Ethyl (S)-3-hydroxybutyrate

Ethyl (S)-3-hydroxybutyrate synthesis

8synthesis methods

Product Name:Ethyl (S)-3-hydroxybutyrate
CAS Number:56816-01-4
Molecular formula:C6H12O3
Molecular Weight:132.16

64-17-5 Synthesis

64-17-5
821 suppliers
$10.00/50g

6168-83-8
108 suppliers
$30.00/25 mg

56816-01-4
177 suppliers
$30.00/1g

Yield:56816-01-4 73%

Reaction Conditions:

with sulfuric acid

Steps:

4.4. (S)-Ethyl-β-hydroxybutyrate
(S)-3-Hydroxybutyric acid (9.6 g, 92 mmol) was dissolved in 100 mL ethanol with 10 drops of sulfuric acid and stirred in an Erlenmeyerflask. Aliquots (100 μL) were added to 1.0 mL of methanol and analyzed by GC-MS for conversion to product. Upon completion, a small amount of solid sodium bicarbonate was added and the solvent removed by rotary evaporation. The residue was taken up in dichloromethane and washed with water. The water was extracted once with additional dichloromethane and the pooled organic layers dried over magnesium sulfate, filtered, and the solvent removed by rotary evaporation to yield(S)-ethyl-3-hydroxybutyrate as a clear oil (8.9 g, 73%).1H NMR (400 MHz, CDCl3): δ=4.1-4.2 (m, 3H), 2.35-2.48 (m,2H), 1.20 (d, J=6.4 Hz, 3H), 1.25 (t, J=6.9 Hz, 3H)13C NMR: (100 MHz, CDCl3): δ=173.04, 64.30, 60.84, 42.89,22.48, 14.24.

References:

Budin, Noah;Higgins, Erin;DiBernardo, Anthony;Raab, Cassidy;Li, Chun;Ulrich, Scott [Bioorganic Chemistry,2018,vol. 80,p. 560 - 564]

64-17-5 Synthesis

64-17-5
821 suppliers
$10.00/50g

201230-82-2 Synthesis