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

HRID 2380350Notes

Reaction equation

HRID 2380350 reaction equation
[CH3:1][C:2]([CH3:30])([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:15]=[C:14]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:13]=1)[C:3]([O:5]C)=[O:4].[OH-].[K+]>C(O)C>[CH3:1][C:2]([CH3:30])([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[C:16]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:15]=[C:14]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:13]=1)[C:3]([OH:5])=[O:4]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 11741909Methyl 2,2-dimethyl-6-[(4,6-diphenyl-2-pyridyl)oxy]hexanoate

Product 1

HCID 100232442,2-Dimethyl-6-[(4,6-diphenyl-2-pyridyl)oxy]hexanoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The procedure in Example 6 is followed but using methyl 2,2-dimethyl-6-[(4,6-diphenyl-2-pyridyl) oxy]hexanoate (5 g), potassium hydroxide pellets (1.1 g) and ethanol (100 cc). The reaction mixture is refluxed for 24 hours. The product is purified by chromatography under pressure on silica gel (30-60 mm; eluent: n-hexane-ethyl acetate 8-2), white crystals (m.p.=115° C.)

Workup

  1. temperatureThe reaction mixture is refluxed for 24 hours
  2. customThe product is purified by chromatography under pressure on silica gel (30-60 mm; eluent: n-hexane-ethyl acetate 8-2), white crystals (m.p.=115° C.)

Sources & evidence

ORD record
ord-6adc21426f904e7eb85fc79268e78b69
Source dataset
uspto-grants-1994_11
Patent number
US05366982

Reaction notes

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