1-[4-Chloro-2-benzoylphenyl]-3-phthalimidopropyne → 1-[4-Chloro-2-benzoylphenyl]-3-phthalimidopropene

HRID 464586ノート

反応式

HRID 464586 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][CH2:10][N:11]2[C:15](=[O:16])[C:14]3=[CH:17][CH:18]=[CH:19][CH:20]=[C:13]3[C:12]2=[O:21])=[C:4]([C:22](=[O:29])[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:3]=1>O1CCCC1.[Pd]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][CH2:10][N:11]2[C:15](=[O:16])[C:14]3=[CH:17][CH:18]=[CH:19][CH:20]=[C:13]3[C:12]2=[O:21])=[C:4]([C:22](=[O:29])[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:3]=1

参加物

4

反応物 1

HCID 128782521-[4-Chloro-2-benzoylphenyl]-3-phthalimidopropyne

生成物 1

HCID 539580771-[4-Chloro-2-benzoylphenyl]-3-phthalimidopropene

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 2.0 g of (5 mmole) of 1-[4-chloro-2-benzoylphenyl]-3-phthalimidopropyne and 0.1 g of prehydrogenated 10% palladium on barium sulfate in 50 ml of tetrahydrofuran was hydrogenated at room temperature and atmospheric pressure until 85 ml of hydrogen was absorbed. The catalyst was removed by filtration and the filtrate was concentrated at reduced pressure to dryness. The residue was crystallized from ether to give a white solid, mp 70°-72° C. Recrystallization from ether gave colorless prisms, mp 70°-72° C.

後処理

  1. customwas hydrogenated at room temperature
  2. customatmospheric pressure until 85 ml of hydrogen was absorbed
  3. customThe catalyst was removed by filtration
  4. concentrationthe filtrate was concentrated at reduced pressure to dryness
  5. customThe residue was crystallized from ether
  6. customto give a white solid, mp 70°-72° C
  7. customRecrystallization from ether
  8. customgave colorless prisms, mp 70°-72° C.

出典と根拠

ORDレコード
ord-070c2a6d70e64e808966e9fc6c4543c5
出典データセット
uspto-grants-1985_10
特許番号
US04548750

反応ノート

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