(4-Chlorophenoxy)acetic acid → 2-(4-Chlorophenoxy)ethanol

HRID 260344

反応式

HRID 260344 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:18]=[CH:17][C:11]([O:12][CH2:13][C:14](O)=[O:15])=[CH:10][CH:9]=1>C1COCC1>[Cl:7][C:8]1[CH:18]=[CH:17][C:11]([O:12][CH2:13][CH2:14][OH:15])=[CH:10][CH:9]=1

参加物

4

反応物 2

HCID 26229(4-Chlorophenoxy)acetic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 159072-(4-Chlorophenoxy)ethanol収率 94%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a flask under a nitrogen atmosphere was added 6.1 g. of lithium aluminum hydride in 60 ml. of dry THF at -4° C. The resulting slurry was stirred and 20.0 g. (0.102 mole) of 4-chlorophenoxyacetic acid in 100 ml. of dry THF was added dropwise. The reaction was stirred overnight and was quenched by cautiously adding saturated aqueous sodium sulfate solution followed by ethyl acetate. The solid was removed by filtration and the aqueous phase was extracted twice with 50 ml. portions of ethyl acetate. The combined ethyl acetate solutions were washed with aqueous saturated sodium chloride solution (brine) and then dried using magnesium sulfate. Removal of the solvent resulted in 17.6 g. (94% yield) of 2-(4-chlorophenoxy)ethanol being isolated as a yellow oil.

後処理

  1. additionTo a flask under a nitrogen atmosphere was added 6.1 g
  2. customat -4° C
  3. stirringThe reaction was stirred overnight
  4. customwas quenched by cautiously adding saturated aqueous sodium sulfate solution
  5. customThe solid was removed by filtration
  6. extractionthe aqueous phase was extracted twice with 50 ml
  7. washThe combined ethyl acetate solutions were washed with aqueous saturated sodium chloride solution (brine)
  8. customdried
  9. customRemoval of the solvent
  10. customresulted in 17.6 g

出典と根拠

ORDレコード
ord-a40cd8aca1a74f4eaf2956e9ef072b6c
出典データセット
uspto-grants-1996_06
特許番号
US05527816

関連ノート

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