7-(Hydroxymethyl)-2,3-dihydro-5(1H)-indolizinone → HCID 57486894, compound

HRID 15353Notes

Reaction equation

HRID 15353 reaction equation
[OH:1][CH2:2][C:3]1[CH:11]=[C:10]2[N:6]([CH2:7][CH2:8][CH2:9]2)[C:5](=[O:12])[CH:4]=1>CC(C)=O>[O:12]=[C:5]1[CH:4]=[C:3]([CH:2]=[O:1])[CH:11]=[C:10]2[N:6]1[CH2:7][CH2:8][CH2:9]2

Participants

3

Reactant 1

HCID 574868937-(Hydroxymethyl)-2,3-dihydro-5(1H)-indolizinone

Product 1

HCID 57486894HCID 57486894, compoundYield 101.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 7-(hydroxymethyl)-2,3-dihydro-5(1H)-indolizinone (237 mg, 1.44 mmol) in acetone (12 ml) was treated with IBX (603 mg, 2.16 mmol) and heated at reflux for 1 h. The mixture was then evaporated, dissolved in dichloromethane and filtered, redissolved in dichloromethane and filtered again to provide the slightly impure desired product (238 mg, 101%)

Workup

  1. temperatureheated
  2. temperatureat reflux for 1 h
  3. customThe mixture was then evaporated
  4. dissolutiondissolved in dichloromethane
  5. filtrationfiltered
  6. dissolutionredissolved in dichloromethane
  7. filtrationfiltered again

Sources & evidence

ORD record
ord-5100170924614e678045d8c09e389bbb
Source dataset
uspto-grants-2010_06
Patent number
US07732461B2

Reaction notes

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