Ethanol → (2,6-Dichlorophenylthio)Acetic Acid

HRID 2164423ノート

反応式

HRID 2164423 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[SH:9].C(O)C.C[O-].[Na+].Br[CH2:17][C:18]([OH:20])=[O:19]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[S:9][CH2:17][C:18]([OH:20])=[O:19]

参加物

6

反応物 4

HCID 702EthanolHCID 6227Bromoacetic AcidHCID 90671Benzenethiol, 2,6-dichloro-HCID 10942334Sodium Methoxide

生成物 1

HCID 1810591(2,6-Dichlorophenylthio)Acetic Acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

2,6-dichlorothiophenol, 50 gm, was added to 250 ml of ethanol. 63.8 ml of a 25% solution of sodium methoxide (2 equivalents) in methanol was then added to the system. The system was stirred at room temperature for approximately 3 hours. Afterwards, 20 ml of bromoacetic acid was added and the system then heated to reflux. The system was continued at reflux for 16 hours. The reaction was then stopped and the solvent removed by stripping. The resulting material was dissolved with basic aqueous solution and then washed with methylene chloride. Concentrated HCl was next added to the aqueous solution to acidify it. The product was extracted with methylene chloride. The methylene chloride solution was stripped and triturated with hexane. The product was then filtered, washed with water and air dried to yield 55.3 gm of the title compound.

後処理

  1. temperaturethe system then heated to reflux
  2. temperatureat reflux for 16 hours
  3. customthe solvent removed by stripping
  4. dissolutionThe resulting material was dissolved with basic aqueous solution
  5. washwashed with methylene chloride
  6. additionConcentrated HCl was next added to the aqueous solution
  7. extractionThe product was extracted with methylene chloride
  8. customtriturated with hexane
  9. filtrationThe product was then filtered
  10. washwashed with water and air
  11. customdried

出典と根拠

ORDレコード
ord-7e6ebb2c0cd64ca88038e792513a6938
出典データセット
uspto-grants-1985_03
特許番号
US04504484

反応ノート

読み込み中…