Sodium Hydroxide → Furo[2,3-c]pyridin-5-ylmethanol

HRID 656967Notes

Reaction equation

HRID 656967 reaction equation
C([O:4][CH2:5][C:6]1[CH:7]=[C:8]2[CH:14]=[CH:13][O:12][C:9]2=[CH:10][N:11]=1)(=O)C.[OH-].[Na+]>O1CCOCC1.O>[O:12]1[C:9]2=[CH:10][N:11]=[C:6]([CH2:5][OH:4])[CH:7]=[C:8]2[CH:14]=[CH:13]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22047292HCID 22047292, compound

Product 1

HCID 22047174Furo[2,3-c]pyridin-5-ylmethanolYield 70.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of furo[2,3-c]pyridin-5-ylmethyl acetate (1.15 g) in 1,4-dioxane (30 ml) and water (10 ml) was treated with 2M sodium hydroxide (12 ml) then stirred at ambient temperature for 18 h. The mixture was then partitioned between ethyl acetate and water. The organic fractions were separated and dried then evaporated to dryness. This gave an oil (0.63 g, 70%).

Workup

  1. customThe mixture was then partitioned between ethyl acetate and water
  2. customThe organic fractions were separated
  3. customdried
  4. customthen evaporated to dryness

Sources & evidence

ORD record
ord-dd3c8144f9af4fc7a42c9df27d594f6a
Source dataset
uspto-grants-2011_12
Patent number
US08071592B2

Reaction notes

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