Hydrochloric Acid → HCID 43395143, compound

Temperature

-78 °C

5.0 g (30 mmol) of 3-diethylaminophenol are dissolved in 80 ml dry toluene and cooled down to -78° C. Within 15 min 15 ml of a 2 molar LDA-solution are added. After warming up to room temperature this phenolate solution is added in dropwise to a solution of 2.7 ml (30 mmol) of methyl chloroacetate in 15 ml of dry toluene. The dark brown reaction mixture is stirred at room temperature for 3 hours, after then it is added to 300 ml of water. Then solution is made acidic by adding a little amount of 2 N HCl. Afterwards, the reaction mixture is extracted three times with 80 ml of chloroform each time. The organic phases are collected and are dried with MgSO4. After the drying agent is filtered off, the solvent has been stripped off on a rotary evaporator, a dark brown, highly viscous residue is obtained. Fractional distillation under the reduced atmosphere of an oil pump yields the analytically pure, slightly yellowish, viscous, liquid product, which quickly turns dark brown under the influence of light and air.

1. extractionAfterwards, the reaction mixture is extracted three times with 80 ml of chloroform each time
2. customThe organic phases are collected
3. dry with materialare dried with MgSO4
4. filtrationAfter the drying agent is filtered off
5. customthe solvent has been stripped off on a rotary evaporator
6. customa dark brown, highly viscous residue is obtained
7. distillationFractional distillation under the reduced atmosphere of an oil pump
8. customyields the analytically pure, slightly yellowish, viscous, liquid product, which quickly turns dark brown under the influence of light and air

ORD record

ord-faf091877ea74723bb5188abab89269c

Source dataset

uspto-grants-2000_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06156914