Hydroxyamine hydrochloride → tert-Butyl N-allyl-N-[2-hydroxyimino-2-phenyl-ethyl]carbamate

HRID 1618993노트

반응식

HRID 1618993 반응식
[CH2:1]([N:4]([CH2:12][C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=O)[C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8])[CH:2]=[CH2:3].Cl.[NH2:22][OH:23].C([O-])(=O)C.[Na+]>C(O)C.O>[CH2:1]([N:4]([CH2:12][C:13](=[N:22][OH:23])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8])[CH:2]=[CH2:3]

참가 물질

6

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 86697893tert-Butyl N-allyl-N-phenacyl-carbamate

생성물 1

HCID 86697903tert-Butyl N-allyl-N-[2-hydroxyimino-2-phenyl-ethyl]carbamate

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

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온도
70 °C

실험 절차

A mixture of tert-butyl N-allyl-N-phenacyl-carbamate (3.2 g, 11.6 mmol), hydroxylamine hydrochloride (1.2 g, 17.4 mmol) and sodium acetate (1.4 g, 17.4 mmol) in ethanol (46 mL) is stirred at 70° C. for 18 hours. The reaction is cooled, diluted with water and extracted with dichloromethane. The organic layers are combined, dried over sodium sulfate, filtered, and concentrated under reduced pressure to give the title compound as a mixture of E and Z isomers which is used without further purification (3.16 g, 94%). ES/MS (m/e): 191 (M+H-100).

후처리

  1. temperatureThe reaction is cooled
  2. extractionextracted with dichloromethane
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-39fce4feccf94ce8adc6bc0c545719bb
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772282B2

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