Water → 2-(4-Chloro-3-fluorophenyl)acetic acid

HRID 1043840Notes

Reaction equation

HRID 1043840 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#N)=[CH:4][C:3]=1[F:11].[OH2:12].S(=O)(=O)(O)[OH:14]>C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:14])=[O:12])=[CH:4][C:3]=1[F:11]

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 38044142-(4-Chloro-3-fluorophenyl)acetonitrile

Product 1

HCID 38149542-(4-Chloro-3-fluorophenyl)acetic acidYield 79%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of the product of example 26 (7.8 g, 0.046 mol), water (7.5 ml), concentrated sulfuric acid (7.5 ml) and acetic acid (7.5 ml) was heated at reflux for 2 hours. After being cooled to room temperature, the mixture was poured into ice-water. The resulting solids were collected by filtration and washed by diethyl ether to give the titled product (6.8 g, 79%)

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. filtrationThe resulting solids were collected by filtration
  4. washwashed by diethyl ether

Sources & evidence

ORD record
ord-4c4376493af24324a843f4143b068cd5
Source dataset
uspto-grants-2013_10
Patent number
US08563562B2

Reaction notes

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