Iodine → (2-Ethyl-4-sulfanylphenoxy)acetic acid

HRID 1247671

反応式

HRID 1247671 の反応式
P.II.C([O:6][C:7](=[O:22])[CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([S:16](Cl)(=O)=O)=[CH:12][C:11]=1[CH2:20][CH3:21])C.O>C(O)(=O)C>[CH2:20]([C:11]1[CH:12]=[C:13]([SH:16])[CH:14]=[CH:15][C:10]=1[O:9][CH2:8][C:7]([OH:22])=[O:6])[CH3:21]

参加物

6

反応物 4

HCID 807IodineHCID 962WaterHCID 24404PhosphineHCID 21986343Ethyl 2-(4-(chlorosulfonyl)-2-ethylphenoxy)acetate

生成物 1

HCID 17951787(2-Ethyl-4-sulfanylphenoxy)acetic acid

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

To a refluxing solution of PH3 (4.3 g, 126.5 mmol) and I2 (0.7 g, 2.6 mmol) in glacial acetic acid (30 ml) was added slowly a solution of (4-chlorosulfonyl-2-ethyl-phenoxy)-acetic acid ethyl ester (15 g, 48.9 mmol) in glacial acetic acid (20 ml). The reaction mixture was refluxed for 24 h. Water (10 ml) was added carefully and the mixture was refluxed for further 1 h after cooling, the reaction mixture was filtered and the filtrate diluted with water (100 ml). The mixture was extracted with dichloromethane (3×100 ml), and the organic phases were washed with water. After drying the dichloromethane phase was evaporated to give crude (2-ethyl-4-mercapto-phenoxy)-acetic acid in 10 g (96%) yield.

後処理

  1. temperatureThe reaction mixture was refluxed for 24 h
  2. temperaturethe mixture was refluxed for further 1 h
  3. temperatureafter cooling
  4. filtrationthe reaction mixture was filtered
  5. additionthe filtrate diluted with water (100 ml)
  6. extractionThe mixture was extracted with dichloromethane (3×100 ml)
  7. washthe organic phases were washed with water
  8. dry with materialAfter drying the dichloromethane phase
  9. customwas evaporated

出典と根拠

ORDレコード
ord-20bc1b6bef784024935ef71c58c9fb54
出典データセット
uspto-grants-2006_10
特許番号
US07129268B2

関連ノート

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