Tert-Butyl nitrite → HCID 12709388, 화합물

HRID 1265936노트

반응식

HRID 1265936 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.[CH2:19]([O:22][C:23]1[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=1N)[CH:20]=[CH2:21]>N1C=CC=CC=1>[O:22]1[C:23]2[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=2[CH:20]([CH2:21][O:1][N:2]2[C:7]([CH3:9])([CH3:8])[CH2:6][CH2:5][CH2:4][C:3]2([CH3:11])[CH3:10])[CH2:19]1

참가 물질

5

반응물 3

HCID 10906Tert-Butyl nitriteHCID 5499762,2,6,6-Tetramethylpiperidin-1-olHCID 64866392-(ALLYLOXY)ANILINE2회

생성물 1

HCID 12709388HCID 12709388, 화합물수율 63.7%

시약·촉매·용매 1

HCID 1049Pyridine용매2회

실험 절차

To a solution of 1.95 g (12.5 mmol) of 1-oxyl-2,2,6,6-tetramethylpiperidine, 3.1 g (30 mmol) of tert-butyl nitrite and 7.5 mg (0.012 mmol) of (S,S)-(+)-N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II) in 100 mL of pyridine at 65°-70° C. under a nitrogen atmosphere is added dropwise over 20 minutes a solution of 5.6 g (25 mmol) of 2-allyloxyaniline in 20 mL of pyridine. The evolution of gas is observed during the addition of the 2-allyloxyaniline. After the addition is complete, the reaction mixture is kept at 65°-70° C. for an additional forty minutes until gas evolution subsided. After cooling to ambient temperature, the reaction mixture is then concentrated. The residue obtained is purified by vacuum flash chromatography (heptane) to give 2.3 g of a viscous liquid in 63.7% yield. The structure is confirmed by 1Hnmr and elemental analyses.

후처리

  1. additionAfter the addition
  2. waitthe reaction mixture is kept at 65°-70° C. for an additional forty minutes until gas evolution
  3. concentrationthe reaction mixture is then concentrated
  4. customThe residue obtained
  5. customis purified by vacuum flash chromatography (heptane)

출처 및 근거

ORD 기록
ord-5a2ef82932344a8397a402a69881a41c
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06547841B2

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