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ChemicalBook CAS DataBase List Sodium Butyrate
156-54-7

Sodium Butyrate synthesis

4synthesis methods
Butyric anhydride

106-31-0

Sodium Butyrate

156-54-7

The general procedure for the synthesis of sodium butyrate from butyric anhydride was as follows: the composition of Example 1b (25 mg, 0.16 mmol) was transferred from an Eppendorf tube to a sample cup and the sample cup was placed in a DNP polarizer. The composition was hyperpolarized using microwave (93.915 GHz) irradiation under a 3.35 T magnetic field and 1.2 K DNP for 75 minutes. Subsequently, the hyperpolarized sample was dissolved in 4 mL of water and NaOH (50 μL, 12 M solution) was added to adjust the pH of the dissolved sample to 12. The solution was transferred directly into a 10 mm NMR tube and placed in a 14.1 T magnetic field, and the time series of 1D 13C-NMR spectra at 5°C were recorded with a total delay of 1 s between pulses.After 10 s, butyric anhydride was quantitatively hydrolyzed (hydrolysis rate up to 95%). The butyric anhydride was well polarized and easily hydrolyzed to produce sodium butyrate.

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Yield:156-54-7 >= 95 %Spectr.

Reaction Conditions:

with water;sodium hydroxide; pH=12 for 0.00277778 h;

Steps:

1.e Example 1e DNP Hyperpolarization of Butyric Anhydride and Dissolution in the Presence of Strong Base for Hydrolysis
The composition from example 1b (25 mg, 0.16 mmol) was transferred from the Eppendorf tube to a sample cup and the sample cup was inserted into a DNP polariser. The composition was hyperpolarised under DNP conditions at 1.2 K in a 3.35 T magnetic field under irradiation with microwave (93.915 GHz). The sample was hyperpolarized for 75 min. (0243) The sample was dissolved in 4 ml water with added NaOH (50 μl of 12M solution). The pH of the dissolved sample was 12. The solution was collected directly into a 10 mm NMR tube and transferred to a 14.1 T magnet where a time series of 5 degree 1D 13C-NMR spectra were recorded with a total delay between the pulses of 1 s. The anhydride was quantitatively hydrolyzed (up to at least 95%) after 10 s. The butyric anhydride polarized well and was easily hydrolyzed to butyrate during the time of the experiment.

References:

BRACCO IMAGING S.P.A.;Aime, Silvio;Giovenzana, Giovanni Battista;Tedoldi, Fabio;Maiocchi, Alessandro;Uggeri, Fulvio;Jensen, Pernille Rose;Karlsson, Magnus;Lerche, Mathilde H.;Visigalli, Massimo;Crosetti, Marco;Poggi, Luisa US9694090, 2017, B2 Location in patent:Page/Page column 26; 27

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