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

HRID 326021
ノート
印刷プレビュー

反応式

HRID 326021 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 176Acetic AcidHCID 13305504HCID 13305504、化合物HCID 178418361HCID 178418361、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9be1b5f44fce465aa15c1c5b83fdef0e
出典データセット
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04443607

反応ノート

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