Sodium Hydroxide → 4-[2-(2-Benzyloxy-3-pyridyl)ethyl]benzoic acid

HRID 2395061Notes

Reaction equation

HRID 2395061 reaction equation
[CH2:1]([O:8][C:9]1[C:14]([CH2:15][CH2:16][C:17]2[CH:26]=[CH:25][C:20]([C:21]([O:23]C)=[O:22])=[CH:19][CH:18]=2)=[CH:13][CH:12]=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CCO>[CH2:1]([O:8][C:9]1[C:14]([CH2:15][CH2:16][C:17]2[CH:18]=[CH:19][C:20]([C:21]([OH:23])=[O:22])=[CH:25][CH:26]=2)=[CH:13][CH:12]=[CH:11][N:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18973800Methyl 4-[2-(2-benzyloxypyrid-3-yl)ethyl]benzoate

Product 1

HCID 189739644-[2-(2-Benzyloxy-3-pyridyl)ethyl]benzoic acidYield 38%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 4-[2-(2-benzyloxypyrid-3-yl)ethyl]benzoate was dissolved in EtOH (5 ml) and treated with NaOH (1N, 1.04 ml). The reaction was stirred at ambient temperature for 48 hours, 1N HCL (1.04 ml) was added and the precipitate was filtered and recrystllised from iso-propanol to give 4-[2-(2-benzyloxypyrid-3-yl)ethyl]benzoic acid as a white solid (0.054 g, 38%).

Workup

  1. addition1N HCL (1.04 ml) was added
  2. filtrationthe precipitate was filtered

Sources & evidence

ORD record
ord-5ce9afad5a114103a7fe2b73da524bf9
Source dataset
uspto-grants-1998_09
Patent number
US05811459

Reaction notes

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