Hydroquinone → 4-(3,5-Dichloro-pyridin-2-yloxy)-phenol

HRID 249197ノート

反応式

HRID 249197 の反応式
Cl[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([Cl:9])=[CH:4][N:3]=1.[C:10]1([CH:17]=[CH:16][C:14]([OH:15])=[CH:13][CH:12]=1)[OH:11]>CS(C)=O.O.C1OCCOCCOCCOCCOCCOC1>[Cl:8][C:7]1[C:2]([O:11][C:10]2[CH:17]=[CH:16][C:14]([OH:15])=[CH:13][CH:12]=2)=[N:3][CH:4]=[C:5]([Cl:9])[CH:6]=1

参加物

6

反応物 2

HCID 785HydroquinoneHCID 27666Pyridine, 2,3,5-trichloro-

生成物 1

HCID 6208804-(3,5-Dichloro-pyridin-2-yloxy)-phenol収率 48.5%

試薬・触媒・溶媒 3

HCID 2855718-Crown-6触媒HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

2,3,5-Trichloropyridine (69.32 g, 0.38 mol) and 18-crown-6 (4.0 g, 0.015 mol) are added to a mixture of the dipotassium salt of hydroquinone (prepared from hydroquinone (44.0 g, 0.4 mol) and potassium hydroxide (45.0 g, 0.8 mol)) in dimethyl sulfoxide (700 mL). The reaction mixture is stirred overnight at room temperature, heated at 60° C. for 21/2 hours, diluted with water and extracted with ether. The combined organic extracts are washed with water, treated with charcoal, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain the title product as a white solid (47.23 g, mp 122°-123.5° C.)

後処理

  1. temperatureheated at 60° C. for 21/2 hours
  2. extractionextracted with ether
  3. washThe combined organic extracts are washed with water
  4. additiontreated with charcoal
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-b83ad9e263e941e281837bdecdd8640c
出典データセット
uspto-grants-1993_05
特許番号
US05213606

反応ノート

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