Hydrochloric Acid → HCID 22052422, compound

HRID 967471Notes

Reaction equation

HRID 967471 reaction equation
C([O:3][C:4](=[O:26])[C:5]1[CH:10]=[C:9]([O:11][CH2:12][CH3:13])[C:8]([Br:14])=[C:7]([O:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=2[Cl:25])[CH:6]=1)C.O.[OH-].[Na+].Cl>O1CCOCC1>[Br:14][C:8]1[C:9]([O:11][CH2:12][CH3:13])=[CH:10][C:5]([C:4]([OH:26])=[O:3])=[CH:6][C:7]=1[O:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=1[Cl:25]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 69652292HCID 69652292, compound

Product 1

HCID 22052422HCID 22052422, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

0.21 g (0.47 mmol) of 4-Bromo-3-[2-(2,4-dichlorophenyl)-ethoxy]-5-ethoxy-benzoic acid ethyl ester was dissolved in 6 ml of dioxan. 6 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-fffc1183d1224f88b3339750e0b11ef6
Source dataset
uspto-grants-2005_10
Patent number
US06953857B2

Reaction notes

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