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Sodium hydride → Methyl 3-(2'-chloro-4'-trifluoromethylphenoxy)-benzoxyacetate

HRID 1252650
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HRID 1252650 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[CH:15][C:5]=1[O:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[CH2:10][OH:11].Br[CH2:24][C:25]([O:27][CH3:28])=[O:26]>O1CCCC1>[Cl:3][C:4]1[CH:18]=[C:17]([C:19]([F:21])([F:20])[F:22])[CH:16]=[CH:15][C:5]=1[O:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[CH2:10][O:11][CH2:24][C:25]([O:27][CH3:28])=[O:26]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 60984Methyl bromoacetateHCID 130906883-(2'-Chloro-4'-trifluoromethylphenoxy)-benzyl alcohol

생성물 1

HCID 13090689Methyl 3-(2'-chloro-4'-trifluoromethylphenoxy)-benzoxyacetate수율 51%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

반응 조건

온도
40 °C

실험 절차

3.25 parts by weight of 80% strength sodium hydride were suspended in 100 parts by volume of absolute tetrahydrofuran and a solution of 30 parts by weight of 3-(2'-chloro-4'-trifluoromethylphenoxy)-benzyl alcohol in 50 parts by volume of absolute tetrahydrofuran was then added, a little at a time. The mixture was stirred at 40° C. for half an hour and a solution of 15 parts by weight of methyl bromoacetate in 50 parts by volume of absolute tetrahydrofuran was added. The reaction mixture was then stirred at the boil for 2 hours, and was cooled and concentrated under reduced pressure. The oily residue was taken up in ether, and the organic phase was extracted with water, dried with magnesium sulfate and evaporated down under reduced pressure. Fractional distillation of the residue gave 19 parts by weight (51% of theory) of methyl 3-(2'-chloro-4'-trifluoromethylphenoxy)-benzoxyacetate (compound No. 4) of boiling point 150°-160° C./0.2 bar and refractive index nD25 : 1.5268.

후처리

  1. stirringThe reaction mixture was then stirred at the boil for 2 hours
  2. temperaturewas cooled
  3. concentrationconcentrated under reduced pressure
  4. extractionthe organic phase was extracted with water
  5. dry with materialdried with magnesium sulfate
  6. customevaporated down under reduced pressure
  7. distillationFractional distillation of the residue

출처 및 근거

ORD 기록
ord-d7a7de992036447ca7428ab82af59cff
출처 데이터셋
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04744812

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