Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → Methyl 3-(3-bromophenyl)prop-2-enoate

HRID 1277152

반응식

HRID 1277152 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[CH3:10][O:11][C:12]([CH:14]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:13]>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[CH:14][C:12]([O:11][CH3:10])=[O:13]

참가 물질

4

반응물 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 765833-Bromobenzaldehyde

생성물 1

HCID 610698Methyl 3-(3-bromophenyl)prop-2-enoate수율 82.1%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a mixture of 3-bromobenzaldehyde (10 g) and methoxy-carbonylmethylenetriphenylphosphine (20 g) was added toluene (150 ml), and the mixture was refluxed under nitrogen atmosphere for 2 hours. The solvent was evaporated, and the organic layer was washed with water and saturated sodium chloride solution, and dried with anhydrous magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column (ethyl acetate/hexane) to give methyl 3-bromocinnamate (10.7 g) as colorless crystals.

후처리

  1. temperaturethe mixture was refluxed under nitrogen atmosphere for 2 hours
  2. customThe solvent was evaporated
  3. washthe organic layer was washed with water and saturated sodium chloride solution
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customUnder reduced pressure, the solvent was evaporated
  6. customthe residue was purified with silica gel column (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-11886d7caeb344f490e44098951b5f08
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06166006

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