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

HRID 1192543

반응식

HRID 1192543 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-aa27fc8e005b4a8fb67e4c8e976c61fb
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680108B2

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