1-Acetyl-3-[[3-methoxy-4-(trifluoromethyl)phenyl]methylene]piperazine-2,5-dione → 3-[3-Methoxy-4-(trifluoromethyl)benzyl]piperazine-2,5-dione

HRID 1375020ノート

反応式

HRID 1375020 の反応式
C([N:4]1[CH2:9][C:8](=[O:10])[NH:7][C:6](=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[C:14]([O:22][CH3:23])[CH:13]=2)[C:5]1=[O:24])(=O)C>O1CCCC1.[C].[Pd]>[CH3:23][O:22][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][C:15]=1[C:18]([F:21])([F:20])[F:19])[CH2:11][CH:6]1[NH:7][C:8](=[O:10])[CH2:9][NH:4][C:5]1=[O:24]

参加物

4

反応物 1

HCID 694200991-Acetyl-3-[[3-methoxy-4-(trifluoromethyl)phenyl]methylene]piperazine-2,5-dione

生成物 1

HCID 179642273-[3-Methoxy-4-(trifluoromethyl)benzyl]piperazine-2,5-dione収率 81.2%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 1-acetyl-3-[[3-methoxy-4-(trifluoromethyl)phenyl]methylene]piperazine-2,5-dione (1.8 g) in tetrahydrofuran (50 ml) was hydrogenated over 10% palladium-carbon (50% wet, 180 mg) for 5 hours at atmospheric pressure. After removal of the catalyst by filtration, the filtrate was added hydrazine monohydrate (395 mg). The mixture was stirred for 1.5 hours at room temperature and concentrated under reduced pressure. The residue was triturated with isopropyl ether (12 ml) and the precipitates were collected by filtration, and washed with isopropyl ether to give 3-[3-methoxy-4-(trifluoromethyl)benzyl]piperazine-2,5-dione (1.29 g) as a powder.

後処理

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. additionthe filtrate was added hydrazine monohydrate (395 mg)
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was triturated with isopropyl ether (12 ml)
  6. filtrationthe precipitates were collected by filtration
  7. washwashed with isopropyl ether

出典と根拠

ORDレコード
ord-c44734d33fe84fa8bf2463391e174e10
出典データセット
uspto-grants-2007_01
特許番号
US07166598B2

反応ノート

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