Formic Acid → tert-butyl (2R,5S)-2,5-dimethylpiperazine-1-carboxylate

HRID 1038559ノート

反応式

HRID 1038559 の反応式
C([N:8]1[C@@H:13]([CH3:14])[CH2:12][N:11]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C@H:10]([CH3:22])[CH2:9]1)C1C=CC=CC=1.C(O)=O>CO.[C].[Pd]>[CH3:22][C@@H:10]1[CH2:9][NH:8][C@@H:13]([CH3:14])[CH2:12][N:11]1[C:15]([O:17][C:18]([CH3:20])([CH3:19])[CH3:21])=[O:16]

参加物

5

反応物 2

HCID 284Formic AcidHCID 54474705HCID 54474705、化合物

生成物 1

HCID 24903576tert-butyl (2R,5S)-2,5-dimethylpiperazine-1-carboxylate収率 110.8%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 887Methanol溶媒

実験手順

Under an argon atmosphere, (2R,5S)-tert-butyl 4-benzyl-2,5-dimethylpiperazine-1-carboxylate (2.0 g, 6.57 mmol) was dissolved in methanol (60 mL), and added 10% palladium carbon (670 mg) and formic acid (1.5 g, 32.9 mmol). The mixture was stirred at room temperature for 2 hours. Then, the reaction solution was filtered through a pad of celite, and concentrated in vacuo. The obtained residue was added chloroform and a saturated aqueous solution of sodium hydrogen carbonate, extracted with chloroform, dried over sodium sulfate, concentrated in vacuo, and the title compound (1.56 g, >100%) was obtained as a yellow oil.

後処理

  1. filtrationThen, the reaction solution was filtered through a pad of celite
  2. concentrationconcentrated in vacuo
  3. additionThe obtained residue was added chloroform
  4. extractiona saturated aqueous solution of sodium hydrogen carbonate, extracted with chloroform
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-1f4851f46b21413191965a6672c7fd25
出典データセット
uspto-grants-2013_10
特許番号
US08551985B2

反応ノート

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