Potassium Hydroxide → HCID 178516894, compound

Participants

Reaction Conditions

Reaction Steps

87.3 g of trans-2-[4-(4-chlorophenyl)cyclohexyl]-3-chloro-1,4-naphthoquinone (trans-isomer of Formula IV) as obtained in Example 7 was suspended in 2619 ml methanol. 128 g potassium hydroxide was dissolved in 873 ml water and added drop-wise to the suspension under heating over a period of 20 minutes. Refluxed was extended for another 45 minutes before cooling to 0-5° C. and filtered. The filtrate was acidified with 50% aqueous hydrochloric acid to precipitate the product. The precipitated product was filtered, and recrystallized from acetonitrile to obtain 71.6 g (86% yield) atovaquone.

Provenance & Evidence