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

HRID 2396527Notes

Reaction equation

HRID 2396527 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-92b6da61f2624267965e054e17109f9a
Source dataset
uspto-grants-1996_02
Patent number
US05492915

Reaction notes

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