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Ethyl 2-(4-ethyl-3-methoxyphenyl)acetate → HCID 21079760, 화합물

HRID 1272187
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HRID 1272187 반응식
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:5][C:4]=1[O:15]C)[CH3:2]>C(Cl)Cl>[OH:15][C:4]1[CH:5]=[C:6]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:7]=[CH:8][C:3]=1[CH2:1][CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 21079761Ethyl 2-(4-ethyl-3-methoxyphenyl)acetate

생성물 1

HCID 21079760HCID 21079760, 화합물수율 71.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of ethyl 4-ethyl-3-methoxyphenylacetate (4f; 3.0 g; 13.50 mmol) and CH2Cl2 (80 mL) cooled to −78° C. and a solution of (5.10 mL; 53.94 mmol; 1.0 M in CH2Cl2) over 30 min. After 1 at −78° C. the reaction was allowed to warm to rt and stirred for 12 h. The reaction was cooled in an ice-water bath and the reaction quenched with 20 mL of water. The aqueous phase was extracted with CH2Cl2:EtOAc (4:1 v/v), dried (Na2SO4), filtered and evaporated. The crude product was purified by silica gel chromatography and eluted with a CH2Cl2:EtOAc gradient (100:1→100:4) to yield 5b (2.0 g; 71%): m.s. 209.2 (M+H)+.

후처리

  • customat −78° C.
  • temperatureThe reaction was cooled in an ice-water bath
  • customthe reaction quenched with 20 mL of water
  • extractionThe aqueous phase was extracted with CH2Cl2:EtOAc (4:1 v/v)
  • dry with materialdried (Na2SO4)
  • filtrationfiltered
  • customevaporated
  • customThe crude product was purified by silica gel chromatography
  • washeluted with a CH2Cl2
  • 출처 및 근거

    ORD 기록
    ord-2b801a3f6eaa471bb2c41814179dde53
    출처 데이터셋
    uspto-grants-2007_04
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07208509B2

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