Sodium Hydroxide → (+/-)-1-(2,6-Dimethylbiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanol

HRID 1600963Notes

Reaction equation

HRID 1600963 reaction equation
Cl[CH2:2][CH:3]([OH:12])[CH2:4][CH2:5][C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1.[CH3:13][C:14]1[CH:19]=[C:18]([OH:20])[CH:17]=[C:16]([CH3:21])[C:15]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[OH-].[Na+]>C(O)C>[CH3:21][C:16]1[CH:17]=[C:18]([O:20][CH2:2][CH:3]([OH:12])[CH2:4][CH2:5][C:6]2[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=2)[CH:19]=[C:14]([CH3:13])[C:15]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 218306382,6-Dimethylbiphenyl-4-olHCID 22465338HCID 22465338, compound

Product 1

HCID 21830751(+/-)-1-(2,6-Dimethylbiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanolYield 55%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared according to the method described in Example 24b) from (±)-α-(chloromethyl)-3-pyridinepropanol (0.70 g), 2,6-dimethylbiphenyl-4-ol (0.79 g), ethanol (15 ml) and aqueous sodium hydroxide (1.9 M, 2.5 ml). After work up the residue was purified by column chromatography over silica with ethyl acetate to give the title compound as a solid (0.72 g).

Workup

  1. customPrepared
  2. customAfter work up the residue was purified by column chromatography over silica with ethyl acetate

Sources & evidence

ORD record
ord-b8a79e300d224738aa69a44045bc9ae2
Source dataset
uspto-grants-1999_11
Patent number
US05977105

Reaction notes

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