Sodium Hydroxide → Sodium 2-[4-(4-chloroanilinomethyl)-2-hydroxyphenoxy]-2-methylpropionate

HRID 2058098Notes

Reaction equation

HRID 2058098 reaction equation
[CH3:1][C:2]1([CH3:22])[C:7](=[O:8])[O:6][C:5]2[CH:9]=[C:10]([CH2:13][NH:14][C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=3)[CH:11]=[CH:12][C:4]=2[O:3]1.[OH-:23].[Na+:24]>C(O)C>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([NH:14][CH2:13][C:10]2[CH:11]=[CH:12][C:4]([O:3][C:2]([CH3:22])([CH3:1])[C:7]([O-:6])=[O:8])=[C:5]([OH:23])[CH:9]=2)=[CH:16][CH:17]=1.[Na+:24]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20329871HCID 20329871, compound

Product 1

HCID 23670963Sodium 2-[4-(4-chloroanilinomethyl)-2-hydroxyphenoxy]-2-methylpropionate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 158.7 mg of 3,3-dimethyl-7-(4-chloroanilinomethyl)-1,4-benzodioxan-2-one in 10 ml of ethanol is added 5 ml of a 1/10 N sodium hydroxide aqueous solution and the mixture is warmed to give clear solution. The solution is concentrated and the precipitated crystals are collected by filtration, washed with water and ether, and dried to give 140 mg of sodium 2-[4-(4-chloroanilinomethyl)-2-hydroxyphenoxy]-2-methylpropionate, mp 121° to 125° C.

Workup

  1. temperaturethe mixture is warmed
  2. customto give clear solution
  3. concentrationThe solution is concentrated
  4. filtrationthe precipitated crystals are collected by filtration
  5. washwashed with water and ether
  6. customdried

Sources & evidence

ORD record
ord-20dc501817654cd69ea5ac96a6c03811
Source dataset
uspto-grants-1980_07
Patent number
US04214094

Reaction notes

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