Sodium Hydroxide → HCID 17861327, compound

HRID 1294199Notes

Reaction equation

HRID 1294199 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([CH2:21][O:22]C(=O)C)=[N:19][CH:20]=1.[OH-].[Na+]>CO>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([CH2:21][OH:22])=[N:19][CH:20]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 17861268HCID 17861268, compound

Product 1

HCID 17861327HCID 17861327, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of [5-(5-methyl-2-phenyl-4-oxazolylmethoxy)-2-pyridylmethyl]acetate (18.0 g), 1N aqueous sodium hydroxide solution (75 mL) and methanol (100 mL) was stirred at room temperature for 3 hrs. and concentrated. The residue was dissolved in ethyl acetate, washed with water and then with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The obtained colorless crystals were collected by filtration to give 5-(5-methyl-2-phenyl-4-oxazolylmethoxy)-2-pyridylmethanol (14.29 g, yield 91%). The crystals were recrystallized from ethyl acetate-hexane. melting point: 125-126° C.

Workup

  1. concentrationand concentrated
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with water
  4. dry with materialwith saturated brine, dried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. filtrationThe obtained colorless crystals were collected by filtration

Sources & evidence

ORD record
ord-2324a5410e4a4e3fa4c97bd03351b1e3
Source dataset
uspto-grants-2007_07
Patent number
US07238716B2

Reaction notes

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