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1,2-Cyclohexanedione → HCID 178439981、化合物

HRID 1904340
ノート
印刷プレビュー

反応式

HRID 1904340 の反応式
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][CH2:3][C:2]1=O.Cl.[NH2:10][C@H:11]([C:15]([NH2:17])=[O:16])[CH2:12][CH2:13][CH3:14].[OH-].[Na+]>CO>[OH:16][C:15]1[C:11]([CH2:12][CH2:13][CH3:14])=[N:10][C:1]2[CH2:6][CH2:5][CH2:4][CH2:3][C:2]=2[N:17]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 130061,2-CyclohexanedioneHCID 14798Sodium HydroxideHCID 56777018(2S)-2-aminopentanamide hydrochloride

生成物 1

HCID 178439981HCID 178439981、化合物収率 50%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
-30 °C

実験手順

1,2-cyclohexanedione (5.4 g, 48 mM) was added all at once to a methanol solution (80 ml) of norvalineamide hydrochloride (6.1 g, 40 mM) at -30° C., and aqueous 12.5N NaOH (8 ml) was added dropwise thereto. The reaction mixture was stirred at -30° C. for 30 mins., cooling was removed, and the mixture stirred to room temperature for 3 hours. Conc. hydrochloric aicd (10 ml) was added to the reaction mixture under ice-cooling, sodium bicarbonate (8 g) was added after 10 mins., the methanol then being distilled off in vacuo. The residue was extracted with chloroform, and the extract washed with water, dried with anhydrous sodium sulfate and concentrated in vacuo. The residue was washed with acetone and recrystallized from acetone to obtain the product as colorless crystals (3.8 g., yield: 50%, m.p.: 131°-133° C.).

後処理

  1. temperature, cooling
  2. customwas removed
  3. stirringthe mixture stirred to room temperature for 3 hours
  4. additionConc. hydrochloric aicd (10 ml) was added to the reaction mixture under ice-
  5. temperaturecooling
  6. additionsodium bicarbonate (8 g) was added after 10 mins
  7. distillation, the methanol then being distilled off in vacuo
  8. extractionThe residue was extracted with chloroform
  9. washthe extract washed with water
  10. dry with materialdried with anhydrous sodium sulfate
  11. concentrationconcentrated in vacuo
  12. washThe residue was washed with acetone
  13. customrecrystallized from acetone

出典と根拠

ORDレコード
ord-5b3bb45e78634643b02b062947e1cf40
出典データセット
uspto-grants-1989_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04837319

反応ノート

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