Sodium Hydroxide → HCID 53951774, compound

Participants

Reaction Steps

5.5 ml of a 2 N sodium hydroxide solution was added dropwise under an inert atmosphere to a mixture of 6.7 g of the product of Step A in 5.5 ml of dioxane and 44 ml of absolute ethanol and after the addition of 7 ml of absolute ethanol the mixture was stirred overnight to room temperature and was vacuum filtered. The recovered product was rinsed twice with 3 ml of a 4-1 ethanol-dioxane mixture and was then empasted with ether. The product was placed in a mixture of 100 ml of water and 100 ml of chloroform and the pH was adjusted to 2 by addition of N hydrochloric acid. The decanted organic phase was washed with an aqueous saturated sodium chloride solution, was dried and evaporated to dryness under reduced pressure. The residue was dissolved in 35 ml of dichloroethane at 40° C. and crystallization was induced. The mixture stood at room temperature for 72 hours and was vacuum filtered. The recovered product was rinsed and dried to obtain 5.4 g of the syn isomer of 2-(2-iodoethoxyimino)-2-(2-tritylamino-4-thiazolyl)-acetic acid solvated with dichloroethane melting at 161° C. (= to 4.61 g of pure product).

Provenance & Evidence