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

HRID 852685Notes

Reaction equation

HRID 852685 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 25, 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-3a3cf55c8dea493987f0e8bba37dca3b
Source dataset
uspto-grants-2007_08
Patent number
US07253205B2

Reaction notes

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