Hydrochloric Acid → 5-(2-Hydroxyethyl)-5-azaspiro[2.4]heptan-7-one

HRID 1010797Notes

Reaction equation

HRID 1010797 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[CH2:10][C:7]2([CH2:9][CH2:8]2)[C:6]2(OCC[O:11]2)[CH2:5]1.Cl>CC(C)=O>[OH:1][CH2:2][CH2:3][N:4]1[CH2:5][C:6](=[O:11])[C:7]2([CH2:8][CH2:9]2)[CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1673849810-(2-hydroxyethyl)-5,8-Dioxa-10-azadispiro[2.0.4.3]undecane

Product 1

HCID 167382835-(2-Hydroxyethyl)-5-azaspiro[2.4]heptan-7-one

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The above product from Example 1 (100 mg) was mixed with 1N HCl (4 ml) and acetone (20 ml). The reaction was refluxed overnight and evaporated. The solution was basified with 2N NaOH and extracted with EtOAc. The combined organic layer was washed with H2O followed by brine, dried over Na2SO4 and evaporated. The residue was purified by column chromatography to give title compound. Mass: (M+1), 156

Workup

  1. temperatureThe reaction was refluxed overnight
  2. customevaporated
  3. extractionextracted with EtOAc
  4. washThe combined organic layer was washed with H2O
  5. dry with materialdried over Na2SO4
  6. customevaporated
  7. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-336fb71995f84edb91aa84ed028f7bfc
Source dataset
uspto-grants-2011_07
Patent number
US07977346B2

Reaction notes

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