Phenyl chloroformate → N,O-Bis-(phenoxycarbonyl)-hydroxylamine

HRID 381633

반응식

HRID 381633 반응식
[C:1](=[O:4])([OH:3])[O-].[Na+].Cl.[NH2:7][OH:8].[C:9]1([O:15][C:16](Cl)=[O:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>O>[O:3]([C:1]([NH:7][O:8][C:16]([O:15][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:17])=[O:4])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

참가 물질

5

반응물 3

HCID 15891Phenyl chloroformateHCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium Bicarbonate2회

생성물 1

HCID 10107329N,O-Bis-(phenoxycarbonyl)-hydroxylamine수율 68%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

To a solution of sodium bicarbonate (21.5 g, 0.256 mol) in water (150 ml) at 0° C. was added hydroxylamine hydrochloride (8.8 g, 0.127 mol). The reaction mixture was stirred for 30 min. and phenylchloroformate (60 g, 0.383 mol) was introduced directly into the vigorously stirred mixture. Sodium bicarbonate (32.3 g, 3.85 mol) in water (300 ml) was added to the mixture. The mixture was stirred for 30 min., the ice-bath removed and stirring continued for an additional 2 h at room temperature. The resultant suspension was filtered and the filter cake washed with water. The wet filter cake was collected, suspended in hexane, filtered and again washed with hexane. The solid was kept at 0° C. overnight to afford N,O-bis-phenoxycarbonylhydroxylamine (23.5 g, 68%) as a solid. Melting point: 80-82° C. 1H NMR (CDCl3, 200 Mz): δ 7.26(m, 5H), 7.42 (m, 5H) and 8.54 (s, 1H).

후처리

  1. stirringThe mixture was stirred for 30 min.
  2. customthe ice-bath removed
  3. stirringstirring
  4. waitcontinued for an additional 2 h at room temperature
  5. filtrationThe resultant suspension was filtered
  6. washthe filter cake washed with water
  7. customThe wet filter cake was collected
  8. filtrationfiltered
  9. washagain washed with hexane
  10. waitThe solid was kept at 0° C. overnight

출처 및 근거

ORD 기록
ord-d7711abfb0184bdd9ea04c88fa89c1b9
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06306895B1

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