Sodium Hydroxide → 4-(Cyanomethyl)benzoic acid

HRID 898533Notes

Reaction equation

HRID 898533 reaction equation
[C:1]([CH2:3][C:4]1[CH:14]=[CH:13][C:7]([C:8]([O:10]CC)=[O:9])=[CH:6][CH:5]=1)#[N:2].[OH-].[Na+]>C(O)C>[C:1]([CH2:3][C:4]1[CH:14]=[CH:13][C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=1)#[N:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11989373ethyl 4-(cyanomethyl)benzoate

Product 1

HCID 2708714-(Cyanomethyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 10 g (53 mol) of ethyl 4-cyanomethyl-benzoate and 2.02 mL of a 1 M sodium hydroxide solution in 100 mL of ethanol is refluxed for one hour. Then the reaction solution is evaporated down and the residue is combined with ice water. Concentrated hydrochloric acid is added dropwise to the reaction solution until no more precipitate is formed. The precipitate is filtered off, washed twice with water and dried.

Workup

  1. customThen the reaction solution is evaporated down
  2. additionConcentrated hydrochloric acid is added dropwise to the reaction solution until no more precipitate
  3. customis formed
  4. filtrationThe precipitate is filtered off
  5. washwashed twice with water
  6. customdried

Sources & evidence

ORD record
ord-c716151ff7ca41a4ae826ba559d40f79
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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