Hydrochloric Acid → HCID 19968419, compound

HRID 975826Notes

Reaction equation

HRID 975826 reaction equation
[O:1]=[C:2]1[C:7]2([CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[NH:6][CH2:5][CH2:4][CH:3]1C(OCC)=O.Cl>O>[NH:6]1[C:7]2([CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[C:2](=[O:1])[CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19968445HCID 19968445, compound

Product 1

HCID 19968419HCID 19968419, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl 5-oxo-1-azaspiro[5.5]undecane-4-carboxylate (13.9 g, prepared in a similar manner to that described above), concentrated hydrochloric acid (50 ml) and water (50 ml) was heated at 90°-95° C. for 5 hours. The solvent was removed in vacuo, and the residue diluted with ice-water (50 ml) and basified by the addition of an excess of 5M aqueous sodium hydroxide solution. The product was extracted into ethyl acetate and the extracts were washed with brine, dried over magnesium sulphate, and the solvent removed in vacuo to give 1-azaspiro[5.5]undecan-5-one as a pale brown solid. Yield 5.9 g, mp 55° C.

Workup

  1. customprepared in a similar manner to that
  2. temperaturewas heated at 90°-95° C. for 5 hours
  3. customThe solvent was removed in vacuo
  4. additionthe residue diluted with ice-water (50 ml)
  5. additionbasified by the addition of an excess of 5M aqueous sodium hydroxide solution
  6. extractionThe product was extracted into ethyl acetate
  7. washthe extracts were washed with brine
  8. dry with materialdried over magnesium sulphate
  9. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-00a30817b43245908c208eb8f9fe20df
Source dataset
uspto-grants-1997_03
Patent number
US05610161

Reaction notes

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