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1,4-Dihydroxy-2,2,6,6-tetramethylpiperidine → 1-(2-Nitro-4-trifluoromethylphenoxy)-2,2,6,6-tetramethylpiperidine

HRID 1369338
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HRID 1369338 반응식
[OH:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH:5](O)[CH2:4][C:3]1([CH3:12])[CH3:11].N(OC(C)(C)C)=O.[N+:20]([C:23]1[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[CH:26][C:24]=1N)([O-:22])=[O:21]>[Cu](F)F.C(#N)C>[N+:20]([C:23]1[CH:29]=[C:28]([C:30]([F:31])([F:32])[F:33])[CH:27]=[CH:26][C:24]=1[O:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH2:5][CH2:4][C:3]1([CH3:12])[CH3:11])([O-:22])=[O:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 53951,4-Dihydroxy-2,2,6,6-tetramethylpiperidineHCID 10906Tert-Butyl nitriteHCID 67865Benzenamine, 2-nitro-4-(trifluoromethyl)-

생성물 1

HCID 225982761-(2-Nitro-4-trifluoromethylphenoxy)-2,2,6,6-tetramethylpiperidine수율 69.3%

시약·촉매·용매 2

HCID 522688Copper fluoride촉매
HCID 6342
Acetonitrile
용매

실험 절차

The procedure of Example 1 is repeated using 3.9 g (25 mmol) of 1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine, 7.84 g (76 mmol) of tert-butyl nitrite, 25 mg (0.25 mmol) of copper(II) fluoride, 120 mL of acetonitrile and 10.3 g (50 mmol) of 2-nitro-4-trifluoromethylaniline at 65° C. The crude product obtained is purified by vacuum flash chromatography (heptane) to give 6.0 g of light yellow crystals melting at 54-55° C., a 68.9% yield based on nitroxyl. The structure is confirmed by 1Hnmr, mass spectroscopy and elemental analyses.

후처리

  1. customat 65° C
  2. customThe crude product obtained
  3. customis purified by vacuum flash chromatography (heptane)

출처 및 근거

ORD 기록
ord-2094db77b75142c6ac67e1690ac34faa
출처 데이터셋
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06579328B2

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