Potassium Iodide → 6-(2-Propyl-3,4-dichlorophenoxy)hexanoic acid

HRID 34967

反応式

HRID 34967 の反応式
[CH2:1]([C:4]1[C:9]([Cl:10])=[C:8]([Cl:11])[CH:7]=[CH:6][C:5]=1[OH:12])[CH2:2][CH3:3].Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20].[H-].[Na+].[I-].[K+]>O.C(OCC)(=O)C.CN(C)P(N(C)C)(N(C)C)=O.O1CCCC1>[CH2:1]([C:4]1[C:9]([Cl:10])=[C:8]([Cl:11])[CH:7]=[CH:6][C:5]=1[O:12][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])[CH2:2][CH3:3]

参加物

9

反応物 4

HCID 4875Potassium IodideHCID 202106-Bromohexanoic acidHCID 24758Sodium hydrideHCID 6003603,4-Dichloro-2-propylphenol

生成物 1

HCID 142330466-(2-Propyl-3,4-dichlorophenoxy)hexanoic acid

試薬・触媒・溶媒 4

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒HCID 12679Hexamethylphosphoramide溶媒

実験手順

To a solution of 1.1 g. of 2-propyl-3,4-dichlorophenol in 30 ml. of tetrahydrofuran and 30 ml. of hexamethylphosphoramide were added 4.1 g. of 6bromohexanoic acid. To the solution were then added 1.3 g. of a 50% oil dispersion of sodium hydride. A catalytic amount of potassium iodide was added and the reaction was stirred under a nitrogen atmosphere at 60°-70° C. overnight. The reaction was cooled to room temperature and ethyl acetate and water were added. The solution was evaporated to dryness. Fresh ethyl acetate and water were added and the layers were separated. Fresh ethyl acetate was added to the aqueous layer and the aqueous layer was adjusted to pH 2. The layers were separated and the organic layer was washed with a saturated sodium chloride solution. The organic layer was then filtered through sodium sulfate and evaporated to dryness. The resulting residue was extracted with hexane and evaporated to dryness to afford 500 mg. of the title compound.

後処理

  1. additionTo the solution were then added 1.3 g
  2. customThe solution was evaporated to dryness
  3. additionFresh ethyl acetate and water were added
  4. customthe layers were separated
  5. additionFresh ethyl acetate was added to the aqueous layer
  6. customThe layers were separated
  7. washthe organic layer was washed with a saturated sodium chloride solution
  8. filtrationThe organic layer was then filtered through sodium sulfate
  9. customevaporated to dryness
  10. extractionThe resulting residue was extracted with hexane
  11. customevaporated to dryness
  12. customto afford 500 mg

出典と根拠

ORDレコード
ord-e251a63eb2424cdea2c6965031dc78a9
出典データセット
uspto-grants-1988_08
特許番号
US04764521

関連ノート

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