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Hydrazine hydrate (1:1) → HCID 12782786, 화합물

HRID 1155000
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HRID 1155000 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-])=[O:9].O.NN>[Rh].O1CCCC1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][OH:9]
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참가 물질

5

반응물 2

HCID 24654Hydrazine hydrate (1:1)2회HCID 738951-Fluoro-2-nitrobenzene

생성물 1

HCID 12782786HCID 12782786, 화합물

시약·촉매·용매 2

HCID 23948Rhodium촉매2회HCID 8028Tetrahydrofuran용매

실험 절차

0.5 g of a commercial rhodium catalyst (5% on charcoal) was added to a stirred mixture of 25 g of 2-fluoronitrobenzene and 250 ml of tetrahydrofuran at room temperature. Then 16.5 g of hydrazine hydrate was added, drop-by-drop, to the stirred mixture, maintained at 15°-20° C. After 20 minutes, another 0.5 g of the rhodium catalyst was added, then another 2 g of hydrazine hydrate was added. The mixture was stirred at 15°-20° C. for 2 hours, then filtered through Celite. The filtrate was extracted with ether, the extract was washed with water, and dried (MgSO4) and the solvent was evaporated. The residue was triturated with ether and hexane, and kept cold until filtered. The filter cake was washed with cold hexane and air-dried to give N-(2-fluorophenyl)hydroxylamine (1B) as a colorless solid, mp: 70°-71° C. It is moderately unstable at room temperature.

후처리

  1. temperaturedrop-by-drop, to the stirred mixture, maintained at 15°-20° C
  2. filtrationfiltered through Celite
  3. extractionThe filtrate was extracted with ether
  4. washthe extract was washed with water
  5. dry with materialdried (MgSO4)
  6. customthe solvent was evaporated
  7. customThe residue was triturated with ether and hexane
  8. filtrationuntil filtered
  9. washThe filter cake was washed with cold hexane
  10. customair-dried

출처 및 근거

ORD 기록
ord-139ed7e8459445f09882dc4d8b206750
출처 데이터셋
uspto-grants-1981_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04299778

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