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Acetic Acid → 2-(2-aminopropyl)-4-phenyl-1(2H)-isoquinolone

HRID 326021
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HRID 326021 반응식
C([NH:8][CH:9]([CH3:28])[CH2:10][N:11]1[CH:20]=[C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]1=[O:27])C1C=CC=CC=1.C(O)(=O)C.[H][H]>[C].[Pd].C(O)C>[NH2:8][CH:9]([CH3:28])[CH2:10][N:11]1[CH:20]=[C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]1=[O:27]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 13305504HCID 13305504, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 132699402-(2-aminopropyl)-4-phenyl-1(2H)-isoquinolone수율 75.2%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 702Ethanol용매

실험 절차

36.8 g of 2-(2-benzylaminopropyl)-4-phenyl-1(2H)-isoquinolone preapred as described above, 12 g of 5% palladium-carbon, 50 ml of glacial acetic acid and 200 ml of ethanol were mixed, and the mixture was catalytically reduced while introducing hydrogen gas into the mixture at 60° to 70° C. After completion of the reduction reaction, the mixture was filtered, and the solvent was distilled off from the filtrate. The resulting residue was dissolved in 5% hydrochloric acid and the solution was washed with ethyl acetate. The aqueous layer was separated and rendered neutral with a 10% aqueous solution of sodium hydroxide. The resulting precipitate was filtered and recrystallized from a mixture of ethyl acetate and petroleum ether to obtain 20.9 g (75% yield) of 2-(2-aminopropyl)-4-phenyl-1(2H)-isoquinolone having a melting point of 104° C. as colorless prisms.

후처리

  1. additionwere mixed
  2. customAfter completion of the reduction reaction
  3. filtrationthe mixture was filtered
  4. distillationthe solvent was distilled off from the filtrate
  5. dissolutionThe resulting residue was dissolved in 5% hydrochloric acid
  6. washthe solution was washed with ethyl acetate
  7. customThe aqueous layer was separated
  8. filtrationThe resulting precipitate was filtered
  9. customrecrystallized from a mixture of ethyl acetate and petroleum ether

출처 및 근거

ORD 기록
ord-9be1b5f44fce465aa15c1c5b83fdef0e
출처 데이터셋
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04443607

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