Hydrochloric Acid → HCID 10882462, compound

HRID 326044Notes

Reaction equation

HRID 326044 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([O:12][C:13]1[CH:26]=[CH:25][C:16]([O:17][CH:18]([CH3:24])[C:19]([O:21]CC)=[O:20])=[CH:15][CH:14]=1)[CH:6]=[CH:5]2.[OH-].[K+].Cl>CO>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([O:12][C:13]1[CH:14]=[CH:15][C:16]([O:17][CH:18]([CH3:24])[C:19]([OH:21])=[O:20])=[CH:25][CH:26]=1)[CH:6]=[CH:5]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 13747389HCID 13747389, compound

Product 1

HCID 10882462HCID 10882462, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ethyl 2-[4-(6-chloro-2-quinolinyloxy)phenoxy]propionate (2.0 g) and potassium hydroxide (1.0 g) in methanol (20 ml) was warmed and stirred for 24 hours. The solution was poured into dilute hydrochloric acid (100 ml, 0.5 m) and extracted with ethyl acetate (2×50 ml). The ethyl acetate extracts were dried (MgSO4) and evaporated to give 2-[4-(6-chloro-2-quinolinyloxy)phenoxy]propionic acid as a brown solid, mp 130° C. Mass spectrum (m/e): 343 (patent ion, 80%); 270 (80%); 164 (70%); 162 (100%).

Workup

  1. extractionextracted with ethyl acetate (2×50 ml)
  2. dry with materialThe ethyl acetate extracts were dried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-fc90844256ae42559deaebabca8fb962
Source dataset
uspto-grants-1984_04
Patent number
US04444584

Reaction notes

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