PYRUVIC ACID, SODIUM SALT (1-13C) synthesis

Yield:-

Reaction Conditions:

with sodium hydroxide in water; pH=6.3;

Steps:

2

EXAMPLE 2 Synthesis of [1-¹³C] propanoic acid, 2-oxo-, ethyl ester and [1-¹³C]propanoic acid, 2-oxo- were as follows from α-(phenyl sulfinyl)[1-¹³C]acetone from Example 1. The α-(phenyl sulfinyl) [1-¹³C]acetone (4.5 g, 0.024 moles) was dissolved into dichloromethane (45 ml)and to this sulfuryl chloride (6.96 g, 0.051 moles) was added slowly. The 1,1-dichloro-1-(phenylsulfinyl)[1-¹³C]acetone was formed in about 1 hour. The solvent was evaporated and to the residue was added ethanol/water (90/10, 45 ml) and the reaction mixture was heated to reflux for 12 hours. After this period the reaction showed a mixture of 80% [1-¹³C]propanoic acid, 2-oxo-, ethyl ester and 20% [1-¹³C]propanoic acid, 2-oxo-. This material was treated with (1M) hydrochloric acid (60 mL) and heated to give a sole product of the [1-¹³C]propanoic acid, 2-oxo-. The [1-¹³C]propanoic acid, 2-oxo- was dissolved into water and the pH adjusted to about 6.3 by addition of 1M sodium hydroxide. The water was evaporated and then ethanol was added to the solid residue. This was evaporated to yield dry [1-¹³C]propanoic acid, 2-oxo-, sodium salt.

References:

US2006/178534,2006,A1 Location in patent:Page/Page column 4-5