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Tert-Butyl nitrite → 1-(2,4-Dibromophenoxy)-2,2,6,6-tetramethylpiperidine

HRID 1369342
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HRID 1369342 반응식
[OH:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH2:5][CH2:4][C:3]1([CH3:11])[CH3:10].N(OC(C)(C)C)=O.[Br:19][C:20]1[CH:26]=[C:25]([Br:27])[CH:24]=[CH:23][C:21]=1N>[Cu](F)F.N1C=CC=CC=1>[Br:19][C:20]1[CH:26]=[C:25]([Br:27])[CH:24]=[CH:23][C:21]=1[O:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH2:5][CH2:4][C:3]1([CH3:11])[CH3:10]
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참가 물질

6

반응물 3

HCID 10906Tert-Butyl nitriteHCID 120042,4-DibromoanilineHCID 5499762,2,6,6-Tetramethylpiperidin-1-ol

생성물 1

HCID 120843011-(2,4-Dibromophenoxy)-2,2,6,6-tetramethylpiperidine수율 68.5%

시약·촉매·용매 2

HCID 522688Copper fluoride촉매HCID 1049Pyridine
용매

실험 절차

The procedure of Example 1 is repeated using 1.95 g (12.5 mmol) of 1-oxyl-2,2,6,6-tetramethylpiperidine, 3.92 g (38 mmol) of tert-butyl nitrite, 12.5 mg (0.125 mmol) of copper(II) fluoride, 120 mL of pyridine and 6.30 g (25 mmol) of 2,4-dibromoaniline at 70° C. The crude product obtained is purified by vacuum flash chromatography (heptane) to give 3.34 g of the title compound as a light yellow oil in 68.5% yield. The structure is confirmed by 1Hnmr analysis.

후처리

  1. customat 70° C
  2. customThe crude product obtained
  3. customis purified by vacuum flash chromatography (heptane)

출처 및 근거

ORD 기록
ord-de3e3094b4734f06967ad48ff1add896
출처 데이터셋
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06579328B2

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