Hydrochloric Acid → HCID 13076896, Verbindung

Temperatur

50 °C

A solution of 1.9 g of 5-chloro-α,α-dimethyl-2-hydroxybenzene-methanol in 15 ml of toluene was added dropwise to a stirred mixture of 0.8 g of sodium amide and 100 ml of toluene and the mixture was refluxed for 5 hours and was cooled to 50° C. 2 g of potassium dichloroacetate were added thereto and the mixture was refluxed for 6 hours and was cooled to 20° C. The mixture was poured into 200 ml of ice and 100 ml of N hydrochloric acid. The decanted aqueous phase was extracted 3 times with 50 ml of ether and the combined organic phases were made alkaline by stirring with 100 ml of 2 N sodium hydroxide solution. The organic phase was washed 3 times with 50 ml of N sodium hydroxide solution and the aqueous phase was acidified with concentrated hydrochloric acid and was extracted 3 times with 100 ml of ether. The ether phase was treated with 100 ml of 10% aqueous sodium bicarbonate solution and the aqueous phase was acidified with concentrated hydrochloric acid and was extracted 3 times with 50 ml of methylene chloride. The organic phase was washed with water until neutral, dried over magnesium sulfate and evaporated to dryness to obtain 2.1 g of 6-chloro-4,4-dimethyl-[4H]-1,3-benzodioxin-2-carboxylic acid which after crystallization from cyclohexane melted at 142° C.

1. temperaturethe mixture was refluxed for 5 hours
2. temperaturethe mixture was refluxed for 6 hours
3. temperaturewas cooled to 20° C
4. extractionThe decanted aqueous phase was extracted 3 times with 50 ml of ether
5. washThe organic phase was washed 3 times with 50 ml of N sodium hydroxide solution
6. extractionwas extracted 3 times with 100 ml of ether
7. additionThe ether phase was treated with 100 ml of 10% aqueous sodium bicarbonate solution
8. extractionwas extracted 3 times with 50 ml of methylene chloride
9. washThe organic phase was washed with water until neutral,
10. dry with materialdried over magnesium sulfate
11. customevaporated to dryness

ORD-Eintrag

ord-5cc5c10fd77d4fd0b1a379f60d792f25

Quelldatensatz

uspto-grants-1981_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04281012