Potassium Fluoride → Ethyl 3-(3thienyl)phenoxyacetate

HRID 1464757노트

반응식

HRID 1464757 반응식
Br[C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[O:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8].C([Sn](CCCC)(CCCC)[C:20]1[CH:24]=[CH:23][S:22][CH:21]=1)CCC.[F-].[K+]>C1(C)C(C)=CC=CC=1>[S:22]1[CH:23]=[CH:24][C:20]([C:2]2[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=2)[O:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:21]1

참가 물질

5

반응물 3

HCID 522689Potassium FluorideHCID 5197439Ethyl 2-(3-bromophenoxy)acetateHCID 10959689Stannane, tributyl-3-thienyl-

생성물 1

HCID 19916940Ethyl 3-(3thienyl)phenoxyacetate수율 64.6%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

2.6 g of the resulting ether compound, 5.3 g of tri-n-butyl(3-thienyl)tin and 20 mg of tetrakis(triphenhylphosphine)paladium were dissolved in 10 ml of xylene, and the mixture was refluxed for 5.5 hours. A 25% aqueous solution of potassium fluoride was added to the solution, and then the precipitate was removed by filtration. The organic layer separated was worked up in a customary manner, and the product was purified by silica gel column chromatography [hexane/ethyl acetate=20/1→15/1] to give 1.7 g of ethyl 3-(3-thienyl)phenoxyacetate as a white powder.

후처리

  1. temperaturethe mixture was refluxed for 5.5 hours
  2. customthe precipitate was removed by filtration
  3. customThe organic layer separated
  4. customthe product was purified by silica gel column chromatography [hexane/ethyl acetate=20/1→15/1]

출처 및 근거

ORD 기록
ord-2f95f5fbb2154b268982ed175a7726e9
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05306728

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