Water → HCID 68664688, compound

HRID 452724Notes

Reaction equation

HRID 452724 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([C:10]2[C:14]3[CH:15]=[C:16]([C:19]4[O:20][C:21]([CH3:24])=[N:22][N:23]=4)[CH:17]=[CH:18][C:13]=3[O:12][CH:11]=2)[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[OH:25]OS([O-])=O.[K+].O>CN(C)C=O>[F:1][C:2]1[CH:9]=[C:8]([C:10]2[C:14]3[CH:15]=[C:16]([C:19]4[O:20][C:21]([CH3:24])=[N:22][N:23]=4)[CH:17]=[CH:18][C:13]=3[O:12][CH:11]=2)[CH:7]=[CH:6][C:3]=1[C:4]([OH:25])=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 23707502Potassium hydroxy sulfiteHCID 86640036HCID 86640036, compound

Product 1

HCID 68664688HCID 68664688, compoundYield 76.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A suspension of 2-fluoro-4-[5-(5-methyl-1,3,4-oxadiazol-2-yl)-1-benzofuran-3-yl]benzaldehyde (0.693 g, 2.15 mmol) and oxone (registered trade mark) (1.99 g, 3.23 mmol) in N,N-dimethylformamide (25 mL) was stirred overnight at room temperature. The reaction mixture was poured into water, and the precipitate was collected by filtration, dried and recrystallized from tetrahydrofuran to give the title compound (555 mg, yield 76%) as colorless crystals.

Workup

  1. filtrationthe precipitate was collected by filtration
  2. customdried
  3. customrecrystallized from tetrahydrofuran

Sources & evidence

ORD record
ord-551efae103934e93b9295a21afe02218
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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