Hydrochloric Acid → 4-(4-Cyanophenoxy)butanoic acid

HRID 1899778Notes

Reaction equation

HRID 1899778 reaction equation
[C:1]([C:3]1[CH:17]=[CH:16][C:6]([O:7][CH2:8][CH2:9][CH2:10][C:11]([O:13]CC)=[O:12])=[CH:5][CH:4]=1)#[N:2].Cl>O1CCCC1.[OH-].[Na+]>[C:1]([C:3]1[CH:17]=[CH:16][C:6]([O:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 23371390HCID 23371390, compound

Product 1

HCID 225564404-(4-Cyanophenoxy)butanoic acidYield 98.2%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of ethyl 4-(4-cyanophenoxy)butyrate (4.7 g) in tetrahydrofuran (23.5 ml) and 1N sodium hydroxide solution (40.2 ml) was refluxed for 2 hours under stirring. The reaction mixture was adjusted to pH≈2.0 with 10% hydrochloric acid, and the resulting precipitate was collected by filtration to give 4-(4-cyanophenoxy)butyric acid (4.06 g).

Workup

  1. temperaturewas refluxed for 2 hours
  2. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-c8aafe7beb03406f89ffe3c96dde8ba7
Source dataset
uspto-grants-1996_11
Patent number
US05574016

Reaction notes

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