Hydrochloric Acid → 4-[2-(3-Benzyloxy-2-pyridyl)ethyl]benzoic acid

HRID 2395065Notes

Reaction equation

HRID 2395065 reaction equation
[CH2:1]([O:8][C:9]1[C:10]([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)=[N:11][CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CCO>[CH2:1]([O:8][C:9]1[C:10]([CH2:15][CH2:16][C:17]2[CH:18]=[CH:19][C:20]([C:21]([OH:23])=[O:22])=[CH:25][CH:26]=2)=[N:11][CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18973721Methyl 4-[2-(3-benzyloxy-2-pyridyl)ethyl]benzoate

Product 1

HCID 189740294-[2-(3-Benzyloxy-2-pyridyl)ethyl]benzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of methyl 4-[2-(3-benzyloxy-2-pyridyl)ethyl]benzoate (0.1 g, 0.3 mmol) in EtOH (1 ml) was treated with aqueous NaOH solution (0.6 ml 1N). The reaction was stirred at ambient temperature for 18 hours and then treated with HCl soltuion (0.6 ml, 1N). The resulting precipitate was filtered and recrystallised from isopropanol to give the title product.

Workup

  1. filtrationThe resulting precipitate was filtered
  2. customrecrystallised from isopropanol

Sources & evidence

ORD record
ord-78d20b15f79c4384a463b45ff8430a57
Source dataset
uspto-grants-1998_09
Patent number
US05811459

Reaction notes

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