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

HRID 15330Notes

Reaction equation

HRID 15330 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.O.[OH-].[Na+]>O1CCOCC1>[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 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 22047292HCID 22047292, compound

Product 1

HCID 22047174Furo[2,3-c]pyridin-5-ylmethanolYield 70.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Also to yield the desired compound: Furo[2,3-c]pyridin-5-ylmethyl acetate (1.15 g, 6 mmol) was dissolved in 1,4-dioxane (30 ml) and water (10 ml) and treated with 2N sodium hydroxide solution (12 ml) and stirred at RT for 18 h. The mixture was then partitioned between ethyl acetate and water, the organic layer was dried and evaporated to dryness to provide the desired compound (0.63 g).

Workup

  1. customThe mixture was then partitioned between ethyl acetate and water
  2. customthe organic layer was dried
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-adde202e72824f69a5298fe6bf9019ec
Source dataset
uspto-grants-2010_06
Patent number
US07732461B2

Reaction notes

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