Hydrochloric Acid → HCID 22052497, compound

HRID 967487Notes

Reaction equation

HRID 967487 reaction equation
C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7]([F:10])=[C:6]([O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[CH:5]=1.O.[OH-].[Na+].Cl>O1CCOCC1>[Cl:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][CH2:12][O:11][C:6]2[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=2[F:10])[C:3]([OH:21])=[O:2])=[CH:19][CH:18]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 69652322HCID 69652322, compound

Product 1

HCID 22052497HCID 22052497, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

0.75 g (2.43 mmol) of 3-[2-(4-Chloro-phenyl)-ethoxy]-4-fluoro-benzoic acid methyl ester was dissolved in 25 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 2 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. filtrationthe product was filtered off
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-c3b2d21bcc5c4358807ded28f3a1b651
Source dataset
uspto-grants-2005_10
Patent number
US06953857B2

Reaction notes

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