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Methyl 5-(benzoyloxy-carbonyl)-2,4-dimethyl-3-pyrrolepropionate → Methyl 2,4-dimethyl-3-pyrrolepropionate

HRID 2381250
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HRID 2381250 반응식
C(OC([C:12]1[NH:16][C:15]([CH3:17])=[C:14]([CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21])[C:13]=1[CH3:24])=O)(=O)C1C=CC=CC=1>CC(C)=O.[Pd]>[CH3:17][C:15]1[NH:16][CH:12]=[C:13]([CH3:24])[C:14]=1[CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21]
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참가 물질

4

반응물 1

HCID 86639973Methyl 5-(benzoyloxy-carbonyl)-2,4-dimethyl-3-pyrrolepropionate

생성물 1

HCID 10559312Methyl 2,4-dimethyl-3-pyrrolepropionate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 180Acetone용매

실험 절차

Methyl 5-(benzoyloxy-carbonyl)-2,4-dimethyl-3-pyrrolepropionate (1.55 g, 4.91 mmol) was dissolved in acetone (150 mL) containing 10% palladium/carbon, and the mixture was stirred at room temperature for 12 hours under a hydrogen atmosphere. The reaction mixture was filtered, the solvent was evaporated under reduced pressure, then the residue was immediately dissolved in trifluoroacetic acid (TFA, 10 mL), and the mixture was stirred at room temperature for 10 minutes under an argon atmosphere. The reaction mixture was added with dichloromethane (30 mL), then washed successively with water and 1 mol/L aqueous sodium hydrogencarbonate, dried over anhydrous sodium sulfate, and evaporated under reduced pressure to obtain pale brown oil (1, 0.835 g, 94%).

후처리

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent was evaporated under reduced pressure
  3. dissolutionthe residue was immediately dissolved in trifluoroacetic acid (TFA, 10 mL)
  4. stirringthe mixture was stirred at room temperature for 10 minutes under an argon atmosphere
  5. additionThe reaction mixture was added with dichloromethane (30 mL)
  6. washwashed successively with water and 1 mol/L aqueous sodium hydrogencarbonate
  7. dry with materialdried over anhydrous sodium sulfate
  8. customevaporated under reduced pressure
  9. customto obtain pale brown oil (1, 0.835 g, 94%)

출처 및 근거

ORD 기록
ord-39cc9f3e0dae437a8e596f91286f3471
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08258171B2

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