Dichloroacetic Acid → HCID 53645250, compound

Temperature

80 °C

A solution of 14.18 g of dichloroacetic acid in 150 ml of dioxane was added with stirring at room temperature to a mixture of 11.8 g of sodium hydride as a 50% oil suspension, 120 ml of dioxane and 1.05 g of dibenzo-18-courone-6 and then a solution of 20.74 g of the product of Step B in 250 ml of dioxane was added dropwise thereto. The mixture was stirred at 80° C. for 2 hours and was cooled and poured into ice. The aqueous phase was washed with 300 ml of ether, was acidified with 30 ml of concentrated hydrochloric acid and was extracted 3 times with 250 ml of ether. The ether phase was washed twice with 100 ml of water and was extracted twice with 250 ml of aqueous 5% sodium bicarbonate solution. The aqueous phase was washed with 100 ml of ether, acidified with 60 ml of concentrated hydrochloric acid and was extracted 3 times with 250 ml of ether. The decanted organic phase was washed with water until the wash water was neutral, dried over magnesium sulfate and was evaporated to dryness under reduced pressure to obtain 18.7 g of raw 6-cyclohexyl-4-methyl-4-phenyl-[4H]-1,3-benzodioxin-2-carboxylic acid (mixture of 2 diastereoisomeric racemates).

1. temperaturewas cooled
2. additionpoured into ice
3. washThe aqueous phase was washed with 300 ml of ether
4. extractionwas extracted 3 times with 250 ml of ether
5. washThe ether phase was washed twice with 100 ml of water
6. extractionwas extracted twice with 250 ml of aqueous 5% sodium bicarbonate solution
7. washThe aqueous phase was washed with 100 ml of ether
8. extractionwas extracted 3 times with 250 ml of ether
9. washThe decanted organic phase was washed with water until the wash water
10. dry with materialdried over magnesium sulfate
11. customwas evaporated to dryness under reduced pressure

ORD record

ord-6773ed65e0a34d069cbf9daab6a4bd8f

Source dataset

uspto-grants-1981_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04281012