4-Chlorophenol → 1-(4-Chlorophenoxy)-2-chloro-2-propene

HRID 52308

反応式

HRID 52308 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:15][C:16]([CH2:18]Cl)=[CH2:17]>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:18][C:16]([Cl:15])=[CH2:17])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 46844-ChlorophenolHCID 65652,3-DichloropropeneHCID 11430Potassium Carbonate

生成物 1

HCID 122548641-(4-Chlorophenoxy)-2-chloro-2-propene収率 98%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a mixture of 4-chlorophenol (6.1 g, 47.4 mmol) and potassium carbonate (13.1 g, 94.7 mmol) in acetone (200 mL), 2,3-dichloropropene (6.6 mL, 71 mmol) was added. After heating to reflux the reaction mixture for 48 hours, the reaction mixture was cooled and filtered. The residue was washed with more acetone and the combined filtrates were concentrated in vacuo. The crude pale brown liquid (11.5 g) was chromatographed (silica gel, hexane/ethyl acetate, 85/15) to give 1-(4-chlorophenoxy)-2-chloro-2-propene (8.9 g, 98%) as a white liquid: Anal. Calc'd. for C9H8OCl2 : C, 53.23, H, 3.97. Found: C, 53.09, H, 3.95.

後処理

  1. additionwas added
  2. temperatureAfter heating
  3. temperatureto reflux the reaction mixture for 48 hours
  4. temperaturethe reaction mixture was cooled
  5. filtrationfiltered
  6. washThe residue was washed with more acetone
  7. concentrationthe combined filtrates were concentrated in vacuo
  8. customThe crude pale brown liquid (11.5 g) was chromatographed (silica gel, hexane/ethyl acetate, 85/15)

出典と根拠

ORDレコード
ord-d86c6284680f4dd89004ee407d378b0c
出典データセット
uspto-grants-1997_04
特許番号
US05616601

関連ノート

読み込み中…