Hydrochloric Acid → HCID 22052442, compound

HRID 967482Notes

Reaction equation

HRID 967482 reaction equation
C[O:2][C:3](=[O:24])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([Cl:12])=[C:6]([O:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=2[Cl:23])[CH:5]=1.O.[OH-].[Na+].Cl>O1CCOCC1>[Cl:12][C:7]1[C:8]([O:10][CH3:11])=[CH:9][C:4]([C:3]([OH:24])=[O:2])=[CH:5][C:6]=1[O:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:17]=1[Cl:23]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 696523074-Chloro-3-[2-(2,4-dichloro-phenyl)-ethoxy]-5-methoxy-benzoic Acid Methyl Ester

Product 1

HCID 22052442HCID 22052442, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

0.51 g (1.31 mmol) of 4-Chloro-3-[2-(2,4-dichloro-phenyl)-ethoxy]-5-methoxy-benzoic acid methyl ester was dissolved in 15 ml of dioxan. 5 ml of water and 2N aqueous NaOH was added to the solution to give a pH of 13. The reaction solution was heated at 60° C. for 4 h and stirred at room temperature for 16 h. The reaction solution was cooled to 0° C. and concentrated hydrochloric acid was added to give a pH of 1-2, whereupon the product precipitated from solution. The suspension was stirred for 30 min, then the product was filtered off and dried under reduced pressure.

Workup

  1. customto give a pH of 13
  2. temperatureThe reaction solution was cooled to 0° C.
  3. customto give a pH of 1-2
  4. customwhereupon the product precipitated from solution
  5. stirringThe suspension was stirred for 30 min
  6. filtrationthe product was filtered off
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-f9a8824ba8a94128b371ace808227408
Source dataset
uspto-grants-2005_10
Patent number
US06953857B2

Reaction notes

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