Water → HCID 20026197, compound

HRID 1722911Notes

Reaction equation

HRID 1722911 reaction equation
C(=O)([O-])[O-].[K+].[K+].O.[Cl:8][C:9]1[C:23]([Cl:24])=[CH:22][CH:21]=[C:20]([Cl:25])[C:10]=1[C:11]([NH:13][O:14][CH2:15][C:16]([O:18]C)=[O:17])=[O:12]>O1CCCC1>[Cl:8][C:9]1[C:23]([Cl:24])=[CH:22][CH:21]=[C:20]([Cl:25])[C:10]=1[C:11]([NH:13][O:14][CH2:15][C:16]([OH:18])=[O:17])=[O:12]

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 20026203HCID 20026203, compound

Product 1

HCID 20026197HCID 20026197, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 1.25 g. of potassium carbonate in 15 ml. of water and 35 ml. of tetrahydrofuran was added 2.0 g. of methyl [(2,3,6-trichlorobenzoyl)aminooxy]acetate and the resulting mixture was stirred at 50° C., for 2 days. The solvents were evaporated in vacuo and residue dissolved in dilute aqueous sodium hydroxide, washed with ethyl acetate and the aqueous layer acidified with concentrated hydrochloric acid. The resulting aqueous layer was extracted with two portions of ethylacetate, the combined ethyl acetate layers were dried over MoSO4 and concentrated in vacuo to obtain [2,3,6-trichlorobenzoyl)aminooxy]acetic acid, m.p. 145°-147° C.

Workup

  1. customThe solvents were evaporated in vacuo and residue
  2. dissolutiondissolved in dilute aqueous sodium hydroxide
  3. washwashed with ethyl acetate
  4. extractionThe resulting aqueous layer was extracted with two portions of ethylacetate
  5. dry with materialthe combined ethyl acetate layers were dried over MoSO4
  6. concentrationconcentrated in vacuo
  7. customto obtain [2,3,6-trichlorobenzoyl)aminooxy]acetic acid, m.p. 145°-147° C.

Sources & evidence

ORD record
ord-f31e24e04f3c415598506ecde83d6188
Source dataset
uspto-grants-1989_08
Patent number
US04859233

Reaction notes

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