Potassium Carbonate → tert-Butyl 2-hydroxyimino-7-azaspiro[3.5]nonane-7-carboxylate

HRID 336556노트

반응식

HRID 336556 반응식
Cl.[NH2:2][OH:3].C(=O)([O-])[O-].[K+].[K+].O=[C:11]1[CH2:14][C:13]2([CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]2)[CH2:12]1>C(O)C>[OH:3][N:2]=[C:11]1[CH2:14][C:13]2([CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]2)[CH2:12]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 11195798Tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

생성물 1

HCID 86660644tert-Butyl 2-hydroxyimino-7-azaspiro[3.5]nonane-7-carboxylate수율 78.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

0.58 g (8.36 mmol) of hydroxylamine hydrochloride and 1.15 g (8.36 mmol) of potassium carbonate are added to a solution of 1.00 g (4.18 mmol) of tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate (U.S. Pat. No. 6,498,159) in 60 mL of ethanol, and the mixture is then left stirring at room temperature for 12 hours. After evaporating off the solvent under reduced pressure, the residue is taken up in dichloromethane and water, the aqueous phase is separated out and extracted twice with dichloromethane, and the combined organic phases are dried over sodium sulfate. After evaporating off the solvent, the residue obtained is purified by chromatography on silica gel, eluting with a 99/1/0.1 mixture of dichloromethane, methanol and 28% aqueous ammonia. 0.831 g of pure product is thus obtained in the form of a white powder.

후처리

  1. customAfter evaporating off the solvent under reduced pressure
  2. customwater, the aqueous phase is separated out
  3. extractionextracted twice with dichloromethane
  4. dry with materialthe combined organic phases are dried over sodium sulfate
  5. customAfter evaporating off the solvent
  6. customthe residue obtained
  7. customis purified by chromatography on silica gel
  8. washeluting with a 99/1/0.1 mixture of dichloromethane, methanol and 28% aqueous ammonia

출처 및 근거

ORD 기록
ord-1b3419c31bcd4f3c9dc10390fe969008
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889702B2

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