Chlorosuccinimide → 1-(4-Chloro-1-hydroxy-naphthalen-2-YL)-ethanone

HRID 1192543

反応式

HRID 1192543 の反応式
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:12](=[O:14])[CH3:13].[Cl:15]N1C(=O)CCC1=O>C(O)(=O)C>[Cl:15][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([OH:1])=[C:3]([C:12](=[O:14])[CH3:13])[CH:4]=1

参加物

4

反応物 2

HCID 31398ChlorosuccinimideHCID 697331'-Hydroxy-2'-acetonaphthone

生成物 1

HCID 114814261-(4-Chloro-1-hydroxy-naphthalen-2-YL)-ethanone収率 67.3%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
100 °C

実験手順

To a stirred solution of 1-(1-hydroxy-2-naphthyl)ethanone (5.00 g, 26.8 mmol, from Aldrich) in acetic acid (100 mL) was added N-chlorosuccinimide (3.94 g, 29.5 mmol) and the resulting mixture heated at 100° C. for 18 hours. After allowing to be cooled to ambient temperature, the reaction mixture was concentrated in vacuo and then diluted with ethyl acetate. The precipitated solid was collected by filtration to afford the desired product (3.98 g, 67%). LCMS calculated for C12H10ClO2 (M+H)+: m/z=221.0; Found: 221.1.

後処理

  1. temperatureto be cooled to ambient temperature
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. additiondiluted with ethyl acetate
  4. filtrationThe precipitated solid was collected by filtration

出典と根拠

ORDレコード
ord-aa27fc8e005b4a8fb67e4c8e976c61fb
出典データセット
uspto-grants-2014_03
特許番号
US08680108B2

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