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

HRID 2233181Notes

Reaction equation

HRID 2233181 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-fbb3300b6022406189ed90dcc88ec1fb
Source dataset
uspto-grants-2010_05
Patent number
US07709483B2

Reaction notes

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