Hydrochloric Acid → 2-Oxa-8-azaspiro(4.5)decane

HRID 966982Notes

Reaction equation

HRID 966982 reaction equation
Cl.[CH2:2]1[C:6]2([CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][CH2:7]2)[CH2:5][CH2:4][O:3]1>CO>[CH2:2]1[C:6]2([CH2:11][CH2:10][NH:9][CH2:8][CH2:7]2)[CH2:5][CH2:4][O:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21955227Tert-butyl 2-oxa-8-azaspiro[4.5]decane-8-carboxylate

Product 1

HCID 219552652-Oxa-8-azaspiro(4.5)decaneYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methanolic hydrogen chloride (3M, 3 mL) was added to a stirred, cooled (0° C.) solution of 1,1-dimethylethyl 2-oxa-8-azaspiro[4.5]decane-8-carboxylate (Description 43, 150 mg, 0.62 mmol) in methanol and the mixture was stirred at room temperature for 24 hours. The solvent was evaporated under reduced pressure and the residue was dissolved in methanol and passed through Amberlyst 26 ion exchange resin, eluting with methanol. The solvent was evaporated under reduced pressure and the residue was dissolved in dichloromethane, dried (Na2SO4) and the solvent was evaporated under reduced pressure to give the title compound (77 mg, 88%). m/z (ES+) 142 (M+1).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in methanol
  3. washeluting with methanol
  4. customThe solvent was evaporated under reduced pressure
  5. dissolutionthe residue was dissolved in dichloromethane
  6. dry with materialdried (Na2SO4)
  7. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-d6492ec87ab54817bd04e89581ac4c38
Source dataset
uspto-grants-2005_10
Patent number
US06953792B2

Reaction notes

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