Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → 3-(2-Propyl-4-trifluoromethyl-phenyl)-acrylic acid methyl ester

HRID 1042469ノート

反応式

HRID 1042469 の反応式
[CH2:1]([C:4]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:5]=1[CH:6]=O)[CH2:2][CH3:3].C1(P(=[CH:35][C:36]([O:38][CH3:39])=[O:37])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1(C)C=CC=CC=1.CCOC(C)=O>[CH3:39][O:38][C:36](=[O:37])[CH:35]=[CH:6][C:5]1[CH:8]=[CH:9][C:10]([C:12]([F:15])([F:14])[F:13])=[CH:11][C:4]=1[CH2:1][CH2:2][CH3:3]

参加物

5

反応物 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 866499632-Propyl-4-trifluoromethyl-benzaldehyde

生成物 1

HCID 668554943-(2-Propyl-4-trifluoromethyl-phenyl)-acrylic acid methyl ester収率 96%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

To a solution of the aldehyde obtained above in toluene was added methyl (triphenylphosphoranylidene)acetate (285 mg, 0.85 mmol), and the resulting mixture was heated at 80° C. for 3 hrs. The reaction mixture was diluted with EtOAc, and washed with water and brine. The organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure. The resulting residue was purified by column chromatography (Hex/EtOAc=4/1) to give the title compound (220 mg, 96%).

後処理

  1. washwashed with water and brine
  2. dry with materialThe organic layer was dried over anhydrous MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was purified by column chromatography (Hex/EtOAc=4/1)

出典と根拠

ORDレコード
ord-ab74fa64694644068e6188e1e86daa14
出典データセット
uspto-grants-2013_10
特許番号
US08557872B2

反応ノート

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