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

HRID 235193

반응식

HRID 235193 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6348Carbon Disulfide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-11a2a227cbcd4406a8e9fbc603b6b55e
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05597848

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