Hydroxyamine hydrochloride → Benzyl 3-(hydroxyimino)-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate

HRID 1172311노트

반응식

HRID 1172311 반응식
O=[C:2]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:4]2([CH2:9][CH2:8][N:7]([C:10]([O:12][CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[O:11])[CH2:6][CH2:5]2)[CH2:3]1.[NH2:26][OH:27].Cl.CC([O-])=O.[Na+]>CCO>[OH:27][N:26]=[C:2]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:4]2([CH2:9][CH2:8][N:7]([C:10]([O:12][CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[O:11])[CH2:6][CH2:5]2)[CH2:3]1

참가 물질

5

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 59433376Benzyl 3-oxo-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate

생성물 1

HCID 72297710Benzyl 3-(hydroxyimino)-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate수율 99%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of benzyl 3-oxo-2,3-dihydrospiro[indene-1,4′-piperidine]-1′-carboxylate (3 g, 10.3 mmol) in EtOH (30 mL) containing NH2OH.HCl (1.43 g, 20.6 mmol) and NaOAc (1.52 g, 18.53 mmol) was heated under reflux for 1.5 h. The solvent was removed by evaporation and the residue was partitioned between CH2Cl2 and water. The organic phase was washed with brine, dried over Na2SO4, and concentrated to provide benzyl 3-(hydroxyimino)-2,3-dihydrospiro[indene-1,4′-piperidine]-1′-carboxylate (3.14 g, yield 99%), which was used directly in the next step.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 1.5 h
  3. customThe solvent was removed by evaporation
  4. customthe residue was partitioned between CH2Cl2 and water
  5. washThe organic phase was washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8f6c9d30994646869591e7207ab204c6
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834000B2

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