Methanol → HCID 68664065, compound

HRID 452817Notes

Reaction equation

HRID 452817 reaction equation
C([O:4][CH2:5][C:6]1[O:7][C:8]([C:11]2[CH:12]=[CH:13][C:14]3[O:18][CH:17]=[C:16]([C:19]4[CH:24]=[CH:23][CH:22]=[C:21]([O:25][C:26]([F:29])([F:28])[F:27])[CH:20]=4)[C:15]=3[CH:30]=2)=[N:9][N:10]=1)(=O)C.[OH-].[Na+].CO>C(OCC)(=O)C>[F:28][C:26]([F:27])([F:29])[O:25][C:21]1[CH:20]=[C:19]([C:16]2[C:15]3[CH:30]=[C:11]([C:8]4[O:7][C:6]([CH2:5][OH:4])=[N:10][N:9]=4)[CH:12]=[CH:13][C:14]=3[O:18][CH:17]=2)[CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 68663386HCID 68663386, compound

Product 1

HCID 68664065HCID 68664065, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of [5-[3-[3-(trifluoromethoxy)phenyl]-1-benzofuran-5-yl]-1,3,4-oxadiazol-2-yl]methyl acetate (230 mg, 0.550 mmol), 1M aqueous sodium hydroxide solution (1 mL) and methanol (4 mL) was stirred at room temperature for 20 min. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was recrystallized from hexane/ethyl acetate to give the title compound (yield 85%) as colorless crystals.

Workup

  1. washwashed with water and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was recrystallized from hexane/ethyl acetate

Sources & evidence

ORD record
ord-568b5a6c252a46eb9d3cac630744592a
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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