반응 #8856

ord-6fc8772e8a914fc196de9870a1e7a81f

반응 방정식

O=[O+][O-]
Ozone
C=CC1C(=O)CCC12CCN(C(=O)OC(C)(C)C)CC2
tert-butyl 1-vinyl-2-oxo-8-azaspiro[4.5]decane-8-carboxylate
C=CC1C(=O)CCC12CCN(C(=O)OC(C)(C)C)CC2
tert-Butyl 1-vinyl-2-oxo-8-azaspiro[4.5]decane-8-carboxylate
CC(C)(C)OC(=O)N1CCC2(CCC(=O)C2C=O)CC1
crude title compound
CC(C)(C)OC(=O)N1CCC2(CCC(=O)C2C=O)CC1
tert-Butyl 1-formyl-2-oxo-8-azaspiro[4.5]decane-8-carboxylate

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타Excess ozone was removed with a stream of nitrogen
  2. 2
    workup.ADDITIONdimethyl sulfide (0.5 mL) was added
  3. 3
    농축was then concentrated in vacuo
  4. 4
    온도without heating

실험 절차

Ozone was bubbled into a solution of tert-butyl 1-vinyl-2-oxo-8-azaspiro[4.5]decane-8-carboxylate (0.168 g, 0.599 mmol) from Step B in methanol (6 mL) at −70° C. until a blue color persisted. Excess ozone was removed with a stream of nitrogen and then dimethyl sulfide (0.5 mL) was added. The mixture was allowed to warm to room temperature for 1 h and was then concentrated in vacuo without heating to afford the crude title compound which was used directly in the next step.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07091211B2uspto-grants-2006_08