Triethylamine → HCID 86671304、化合物

HRID 2367889

反応式

HRID 2367889 の反応式
[CH3:1][N:2]([CH3:10])[N:3]1[CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1.C(N(CC)CC)C.Cl.[NH2:19][OH:20]>CO>[CH3:1][N:2]([CH3:10])[N:3]1[CH2:8][CH2:7][C:6](=[N:19][OH:20])[CH2:5][CH2:4]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 567377821-(Dimethylamino)-4-piperidinone

生成物 1

HCID 86671304HCID 86671304、化合物収率 68.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
37 °C

実験手順

19.2 g 1-Dimethylamino-piperidin-4-one (prepared as described in Journal of Medicinal & Pharmaceutical Chemistry, 4, 423-36; 1961) and 30 g triethylamine are dissolved in 80 ml methanol. 18.8 g hydroxylamin hydrochloride is added in portions at ambient temperature. The internal temperature raises during the addition to 37° C. Then the mixture is heated to reflux for 3 hours, allowed to cool to room temperature, and then the solvent evaporated. The residue is partitioned between ethyl acetate and aqueous sodium bicarbonate. The organic layer is dried over sodium sulfate, and the solvent evaporated. Thus, 14.5 g 1-Dimethylamino-piperidin-4-one oxime is obtained. 1H-NMR (CDCl3): 8.10 ppm (s, broad, 1H), 2.75 ppm (m, 6H), 2.40 ppm (m, 2H), 2.40 ppm (s, 6H).

後処理

  1. temperatureThen the mixture is heated
  2. temperatureto reflux for 3 hours
  3. temperatureto cool to room temperature
  4. customthe solvent evaporated
  5. customThe residue is partitioned between ethyl acetate and aqueous sodium bicarbonate
  6. dry with materialThe organic layer is dried over sodium sulfate
  7. customthe solvent evaporated

出典と根拠

ORDレコード
ord-26a3a45656db442682014dd6ec817748
出典データセット
uspto-grants-2014_04
特許番号
US08703165B2

関連ノート

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