Phenylacetyl chloride → HCID 10709050、化合物

HRID 235192ノート

反応式

HRID 235192 の反応式
[C:1]1([CH2:7][CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].[C:18]1([CH2:24][C:25](Cl)=[O:26])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(=S)=S>[C:18]1([CH2:24][C:25]([C:4]2[CH:5]=[CH:6][C:1]([CH2:7][CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:2][CH:3]=2)=[O:26])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

参加物

5

反応物 3

HCID 7679Phenylacetyl chlorideHCID 281254Methyl 4-phenylbutyrateHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 10709050HCID 10709050、化合物収率 65.7%

試薬・触媒・溶媒 1

HCID 6348Carbon Disulfide溶媒2 回

実験手順

To a solution of 25.0 g of methyl 4-phenylbutyrate in 100 ml of carbon disulfide, 37.3 g of anhydrous aluminium chloride was added and then a solution of 43.3 g of phenylacetyl chloride in 25 ml of carbon disulfide was added dropwise, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into ice-water and extracted with methylene chloride. The methylene chloride layer was washed with aqueous potassium carbonate solution, dried, and then the solvent was removed. The residue was purified by column chromatography on silica gel (methylene chloride:n-hexane=2:1→methylene chloride) to afford 27.3 g of colorless crystals. Recrystallization from isopropyl ether gave colorless flakes, mp 54°~54.5° C.

後処理

  1. extractionextracted with methylene chloride
  2. washThe methylene chloride layer was washed with aqueous potassium carbonate solution
  3. customdried
  4. customthe solvent was removed
  5. customThe residue was purified by column chromatography on silica gel (methylene chloride:n-hexane=2:1→methylene chloride)

出典と根拠

ORDレコード
ord-ffc49b6b7fb547d1ad87a90d1b605821
出典データセット
uspto-grants-1997_01
特許番号
US05597848

反応ノート

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