Tert-Butyl nitrite → HCID 12709388、化合物

HRID 1265936ノート

反応式

HRID 1265936 の反応式
[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

参加物

5

反応物 3

HCID 10906Tert-Butyl nitriteHCID 5499762,2,6,6-Tetramethylpiperidin-1-olHCID 64866392-(ALLYLOXY)ANILINE2 回

生成物 1

HCID 12709388HCID 12709388、化合物収率 63.7%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒2 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-5a2ef82932344a8397a402a69881a41c
出典データセット
uspto-grants-2003_04
特許番号
US06547841B2

反応ノート

読み込み中…