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

HRID 1277152

反応式

HRID 1277152 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-11886d7caeb344f490e44098951b5f08
出典データセット
uspto-grants-2000_12
特許番号
US06166006

関連ノート

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