Ethanol → HCID 178470794, compound

HRID 589363Notes

Reaction equation

HRID 589363 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C:11]([OH:13])=[O:12])=[N:2]1.[CH2:14](O)[CH3:15]>>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:2]1

Participants

3

Reactant 2

HCID 702EthanolHCID 178525248HCID 178525248, compound

Product 1

HCID 178470794HCID 178470794, compoundYield 87.8%

Procedure

2-(1H-indazol-3-yl)acetic acid (3.9 g, 22.1 mmol) was dissolved in anhydrous ethanol (100 mL) concentrated sulfuric acid (5 mL), and heated under reflux for 16 hours. It was concentrated under reduce pressure to remove most of ethanol, then water (30 mL) was added, and extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate, concentrated to obtain the product 3.96 g, at a yield of 87.8%.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 16 hours
  3. concentrationIt was concentrated
  4. customto remove most of ethanol
  5. additionwater (30 mL) was added
  6. extractionextracted with ethyl acetate
  7. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-dd0e378a617d43fc844ce584449dd079
Source dataset
uspto-grants-2016_01
Patent number
US09233098B2

Reaction notes

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