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

HRID 1038559노트

반응식

HRID 1038559 반응식
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]

참가 물질

5

반응물 2

HCID 284Formic AcidHCID 54474705HCID 54474705, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1f4851f46b21413191965a6672c7fd25
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08551985B2

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