Sodium Hydroxide → [2,3-Dichloro-4-(1-ethoxymethyl-5-pyrazolylcarbonyl)phenoxy]acetic acid

HRID 1721929Notes

Reaction equation

HRID 1721929 reaction equation
[Cl:1][C:2]1[C:14]([Cl:15])=[C:13]([C:16]([C:18]2[N:22]([CH2:23][O:24][CH2:25][CH3:26])[N:21]=[CH:20][CH:19]=2)=[O:17])[CH:12]=[CH:11][C:3]=1[O:4][CH2:5][C:6]([O:8]CC)=[O:7].[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[C:14]([Cl:15])=[C:13]([C:16]([C:18]2[N:22]([CH2:23][O:24][CH2:25][CH3:26])[N:21]=[CH:20][CH:19]=2)=[O:17])[CH:12]=[CH:11][C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14622775HCID 14622775, compound

Product 1

HCID 9864296[2,3-Dichloro-4-(1-ethoxymethyl-5-pyrazolylcarbonyl)phenoxy]acetic acidYield 98%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.9 g of ethyl [2,3-dichloro-4-(1-ethoxymethyl-5-pyrazolylcarbonyl)phenoxy]acetate is suspended in 20 ml of ethanol, and 10 ml of an aqueous 10% sodium hydroxide solution are added thereto. The mixture is stirred at room temperature for 1 hour. The reaction mixture is concentrated to remove ethanol and adjusted to pH 1-2 with 10% hydrochloric acid. The resulting crystals are collected by filtration, washed successively with water and isopropyl ether, and dried to give 0.82 g of [2,3-dichloro-4-(1-ethoxymethyl-5-pyrazolylcarbonyl)phenoxy]acetic acid.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. customto remove ethanol
  3. filtrationThe resulting crystals are collected by filtration
  4. washwashed successively with water and isopropyl ether
  5. customdried

Sources & evidence

ORD record
ord-3af19ca8f9624dd39744d06d16bfa4b5
Source dataset
uspto-grants-1989_08
Patent number
US04853404

Reaction notes

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