Potassium Hydroxide → 2-Ethyl-6-[(4,6-diphenyl-2-pyridyl)oxy]hexanoic acid

HRID 2396529Notes

Reaction equation

HRID 2396529 reaction equation
[CH2:1]([CH:3]([CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:16]=[C:15]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:14]=1)[C:4]([O:6]C)=[O:5])[CH3:2].[OH-].[K+]>O.C(O)C>[CH2:1]([CH:3]([CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:16]=[C:15]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:14]=1)[C:4]([OH:6])=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 18987170Methyl 2-ethyl-6-[(4,6-diphenyl-2-pyridyl)oxy]hexanoate

Product 1

HCID 189873362-Ethyl-6-[(4,6-diphenyl-2-pyridyl)oxy]hexanoic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

The procedure in Example 6 is followed but using methyl 2-ethyl-6-[(4,6-diphenyl-2-pyridyl)oxy]hexanoate (3.15 g), potassium hydroxide pellets (0.9 g) dissolved in distilled water (20 cc) and ethanol (100 cc). The reaction mixture is refluxed for 8 hours. The product is purified by recrystallisation in an n-hexane-ethyl acetate (2-1) mixture (40 cc), white crystals (m.p.=115° C.)

Workup

  1. temperatureThe reaction mixture is refluxed for 8 hours
  2. customThe product is purified by recrystallisation in an n-hexane-ethyl acetate (2-1) mixture (40 cc), white crystals (m.p.=115° C.)

Sources & evidence

ORD record
ord-0a76b2f8399046bca96a75765ec12bb3
Source dataset
uspto-grants-1996_02
Patent number
US05492915

Reaction notes

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