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

HRID 326017
ノート
印刷プレビュー

反応式

HRID 326017 の反応式
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]
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 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-829a641487b942e1bc2bbbf2b19a029c
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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