Methyl 3-phenylpropionate → Methyl 3-[4-(Phenylacetyl)phenyl]propionate

HRID 235193

反応式

HRID 235193 の反応式
[C:1]1([CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].[C:17]1([CH2:23][C:24](Cl)=[O:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(=S)=S>[C:17]1([CH2:23][C:24]([C:4]2[CH:5]=[CH:6][C:1]([CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:2][CH:3]=2)=[O:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 7643Methyl 3-phenylpropionateHCID 7679Phenylacetyl chlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 23353736Methyl 3-[4-(Phenylacetyl)phenyl]propionate収率 61.2%

試薬・触媒・溶媒 1

HCID 6348Carbon Disulfide溶媒

実験手順

To a solution of 1.00 g of methyl 3-phenylpropionate in 6 ml of carbon disulfide, 1.62 g of anhydrous aluminium chloride was added under ice-cooling, and then 0.94 g of phenylacetyl chloride was added dropwise and stirring was continued at room temperature for 6 hours. The reaction mixture was poured into ice-water and extracted with methylene chloride. The methylene chloride layer was washed successively with water, aqueous potassium carbonate solution and water, dried, and then the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (methylene chloride:n-hexane=2:1) to afford 1.05 g of colorless crystals. Recrystallization from isopropyl ether gave colorless flakes, mp 77°~78° C.

後処理

  1. temperaturecooling
  2. extractionextracted with methylene chloride
  3. washThe methylene chloride layer was washed successively with water, aqueous potassium carbonate solution and water
  4. customdried
  5. customthe solvent was removed under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel (methylene chloride:n-hexane=2:1)

出典と根拠

ORDレコード
ord-11a2a227cbcd4406a8e9fbc603b6b55e
出典データセット
uspto-grants-1997_01
特許番号
US05597848

関連ノート

読み込み中…