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

HRID 2381250
ノート
印刷プレビュー

反応式

HRID 2381250 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 180Acetone溶媒

実験手順

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%).

後処理

  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%)

出典と根拠

ORDレコード
ord-39cc9f3e0dae437a8e596f91286f3471
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08258171B2

反応ノート

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