2,4,5-Trichlorophenol → 5-(Ethylsulfonyl)-2-(2,4,5-trichlorophenoxy)pyridine

HRID 1758006ノート

反応式

HRID 1758006 の反応式
C(S([C:6]1[CH:11]=[CH:10][C:9]([S:12]([CH2:15][CH3:16])(=[O:14])=[O:13])=[CH:8][N:7]=1)(=O)=O)C.[Cl:17][C:18]1[CH:23]=[C:22]([Cl:24])[C:21]([Cl:25])=[CH:20][C:19]=1[OH:26].C(=O)([O-])[O-].[K+].[K+].[OH-].[Na+]>S1(CCCC1)(=O)=O>[CH2:15]([S:12]([C:9]1[CH:10]=[CH:11][C:6]([O:26][C:19]2[CH:20]=[C:21]([Cl:25])[C:22]([Cl:24])=[CH:23][C:18]=2[Cl:17])=[N:7][CH:8]=1)(=[O:13])=[O:14])[CH3:16]

参加物

6

反応物 4

HCID 72712,4,5-TrichlorophenolHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 132780152,5-Bis(ethylsulfonyl)pyridine

生成物 1

HCID 131027275-(Ethylsulfonyl)-2-(2,4,5-trichlorophenoxy)pyridine収率 19.2%

試薬・触媒・溶媒 1

HCID 31347Sulfolane溶媒

反応条件

温度
170 °C

実験手順

In 70 ml of sulfolane were mixed 10.5 g of 2,5-bis(ethylsulfonyl)pyridine, 15.8 g of 2,4,5-trichlorophenol and 11.06 g of potassium carbonate. The mixture was warmed gradually to 170° C. and maintained at that temperature for 2 hrs. The reaction mixture was cooled and then poured into 300 g of ice containing 4 g of sodium hydroxide. The aqueous solution was extracted with ether. The organic layer was washed with water, dried over MgSO4 and concentrated. The product was purified using a Water's Prep LC 500 instrument with 10% ethyl acetate/90% hexane as eluent. Recrystallization from diethyl ether gave 2.8 g, (19% yield), of purified 5-(ethylsulfonyl)-2-(2,4,5-trichlorophenoxy)pyridine, m.p. 120°-122° C.

後処理

  1. temperaturemaintained at that temperature for 2 hrs
  2. temperatureThe reaction mixture was cooled
  3. extractionThe aqueous solution was extracted with ether
  4. washThe organic layer was washed with water
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated
  7. customThe product was purified
  8. customRecrystallization from diethyl ether

出典と根拠

ORDレコード
ord-53c480b956914e26b5bad097cc994a91
出典データセット
uspto-grants-1983_02
特許番号
US04371537

反応ノート

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