Diethyl Ether → HCID 131719811, compound

HRID 234840Notes

Reaction equation

HRID 234840 reaction equation
[C:1]([CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:12]([O:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[C:18]([Cl:26])[CH:17]=2)=[CH:11][C:7]=1[C:8]([OH:10])=[O:9])([OH:3])=[O:2].[OH-].[NH4+:28].CCOCC>O.CO>[NH4+:28].[NH4+:28].[C:1]([CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:12]([O:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:23])[F:24])=[C:18]([Cl:26])[CH:17]=2)=[CH:11][C:7]=1[C:8]([O-:10])=[O:9])([OH:3])=[O:2].[C:1]([CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:12]([O:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:23])[F:24])=[C:18]([Cl:26])[CH:17]=2)=[CH:11][C:7]=1[C:8]([O-:10])=[O:9])([OH:3])=[O:2]

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 14923Ammonium HydroxideHCID 86750236HCID 86750236, compound

Product 1

HCID 131719811HCID 131719811, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of 2-(carboxymethoxy)-5-[(2-chloro -α,α,α-trifluoro-p-tolyl)oxy]benzoic acid (2.0 g, 5.12 mmol) and concentrated ammonium hydroxide solution (0.5 mL, 7.25 mmol) in water is stirred until homogeneous and concentrated in vacuo to obtain a residue. A solution of the residue in methanol is brought to the cloud point with ether. The solution is cooled in an ice bath and the solid is collected by filtration to give the title product as a white solid (1.5 g, 72%, mp 226-227).

Workup

  1. concentrationconcentrated in vacuo
  2. customto obtain a residue
  3. temperatureThe solution is cooled in an ice bath
  4. filtrationthe solid is collected by filtration

Sources & evidence

ORD record
ord-4ee7d0d10be84eea90576a19f5600317
Source dataset
uspto-grants-1997_01
Patent number
US05596124

Reaction notes

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