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Benzene → 2-(2-chloropropyl)-4-phenyl-1(2H)-isoquinolone

HRID 326017
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HRID 326017 반응식
S(Cl)([Cl:3])=O.O[CH:6]([CH3:25])[CH2:7][N:8]1[CH:17]=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]1=[O:24].C(N(CC)CC)C.C1C=CC=CC=1>O>[Cl:3][CH:6]([CH3:25])[CH2:7][N:8]1[CH:17]=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]1=[O:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 241BenzeneHCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 131876422-(2-hydroxypropyl)-4-phenyl-1(2H)-isoquinolone

생성물 1

HCID 131876432-(2-chloropropyl)-4-phenyl-1(2H)-isoquinolone수율 85.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

18 g of thionyl chloride was added dropwise to a mixture of 27.9 g of 2-(2-hydroxypropyl)-4-phenyl-1(2H)-isoquinolone prepared as described above, 11.1 g of triethylamine and 200 ml of benzene and then the resulting mixture was stirred at 50° to 60° C. for 1 hour. After allowing the mixture to cool, water was added to the mixture which was then thoroughly shaked. The benzene layer was separated and dried over sodium sulfate. The solvent was distilled off, and the resulting crystals were recrystallized from a mixture of chloroform and petroleum ether to obtain 25.3 g (85% yield) of 2-(2-chloropropyl)-4-phenyl-1(2H)-isoquinolone having a melting point of 141° C. as colorless needles.

후처리

  1. customprepared
  2. temperatureto cool
  3. customThe benzene layer was separated
  4. dry with materialdried over sodium sulfate
  5. distillationThe solvent was distilled off
  6. customthe resulting crystals were recrystallized from a mixture of chloroform and petroleum ether

출처 및 근거

ORD 기록
ord-829a641487b942e1bc2bbbf2b19a029c
출처 데이터셋
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04443607

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