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

HRID 464586노트

반응식

HRID 464586 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-070c2a6d70e64e808966e9fc6c4543c5
출처 데이터셋
uspto-grants-1985_10
특허 번호
US04548750

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