Acetic Acid → 2-(Prop-2-yn-1-yl)isoquinolin-1(2H)-one

HRID 1032776

反応式

HRID 1032776 の反応式
[C:1]1([C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][NH:3]1)=[O:2].[K].[CH3:13][C:14](C)([O-])[CH3:15].C(Br)C#C.C(O)(=O)C>CN(C)C=O.O>[CH2:15]([N:3]1[CH:4]=[CH:5][C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:1]1=[O:2])[C:14]#[CH:13]

参加物

7

反応物 4

HCID 176Acetic AcidHCID 7842Propargyl bromideHCID 102841(2H)-IsoquinolinoneHCID 50987170Potassium tertbutoxide

生成物 1

HCID 148519532-(Prop-2-yn-1-yl)isoquinolin-1(2H)-one

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A solution of 1 g (7 mmol) of isocarbostyril in 40 ml of dimethylformamide was treated with 0.86 g (7.7 mmol) of potassium-tert.-butoxide. After stirring under nitrogen for 30 minutes, 0.7 ml of propargyl bromide was added and stirring at room temperature was continued for 1 hour. The reaction mixture was acidified with acetic acid and diluted with water. The precipitated product was filtered off, washed with water and sucked dry. The residue was purified by chromatography over 30 g of silica gel using 5% (v/v) of ethanol in methylene chloride and crystallization from ether to give colorless crystals of 2-(2-propynyl)-1(2H)-isoquinolinone with m.p. 104°-105°. contains about. 0.125 molar amounts of H2O.

後処理

  1. stirringstirring at room temperature
  2. waitwas continued for 1 hour
  3. filtrationThe precipitated product was filtered off
  4. washwashed with water
  5. customsucked dry
  6. customThe residue was purified by chromatography over 30 g of silica gel using 5% (v/v) of ethanol in methylene chloride and crystallization from ether

出典と根拠

ORDレコード
ord-47355f03d7214ad3a0662f1cc36ceef2
出典データセット
uspto-grants-1990_09
特許番号
US04959361

関連ノート

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