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

HRID 260344
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HRID 260344 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

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

생성물 1

HCID 159072-(4-Chlorophenoxy)ethanol수율 94%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a40cd8aca1a74f4eaf2956e9ef072b6c
출처 데이터셋
uspto-grants-1996_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05527816

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