Water → 4-Cyanophenylacetic acid

HRID 1071963Notes

Reaction equation

HRID 1071963 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[CH:6][CH:5]=1.[OH2:12]>CC(C)=O>[C:8]([C:7]1[CH:10]=[CH:11][C:4]([CH2:3][C:2]([OH:12])=[O:1])=[CH:5][CH:6]=1)#[N:9]

Participants

4

Reactant 2

HCID 962WaterHCID 28008154-(2-Hydroxyethyl)benzonitrile

Product 1

HCID 795874-Cyanophenylacetic acid

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 4-(2-hydroxyethyl)benzonitrile (120 mg, 0.816 mmol) in acetone (3 mL), Jone's reagent (1.5 mL, 4.005 mmol) was added. After stirring for 10 minutes at room temperature, the crude reaction mixture was poured into water (10 mL) and extracted with CHCl3 (6×10 mL). Combined organics were dried over magnesium sulfate, filtered, and concentrated to give (4-cyanophenyl)acetic acid which was used without purification.

Workup

  1. customthe crude reaction mixture
  2. extractionextracted with CHCl3 (6×10 mL)
  3. dry with materialCombined organics were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-d999f7608af2402babfb77b23be80aa0
Source dataset
uspto-grants-2005_06
Patent number
US06908921B2

Reaction notes

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