Triethylamine → HCID 22798815, compound

Participants

Reaction Steps

To a solution of 1.65 g of the methyl ester of thyroxine hydrochloride in 80 ml of dry THF and 30 ml of chloroform in a flask protected from light was injected 300 μl of triethylamine while the mixture was agitated. Diglycolic anhydride (255 mg, 0.0022 mole) was then added and the mixture stirred overnight. The solution was then washed 3 times with water, dried over sodium sulphate and the volatiles removed in vacuo. The residue was purified on a 30 g Sephadex LH-20 column, using a solution of 20% methanol in dichloromethane as eluent. The clear fractions were collected, the solvent removed and the residue precipitated from methanol with water, yielding 1.53 g, 84 percent.

Provenance & Evidence