2,4-Dichlorobenzoyl chloride → 2',4'-Dichlorobutyrophenone

HRID 31753

反応式

HRID 31753 の反応式
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH2:12]([Mg]Cl)[CH2:13][CH3:14]>C1COCC1.[Cu]I>[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4](=[O:5])[CH2:12][CH2:13][CH3:14]

参加物

5

反応物 2

HCID 666452,4-Dichlorobenzoyl chlorideHCID 178455855HCID 178455855、化合物

生成物 1

HCID 131756172',4'-Dichlorobutyrophenone

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-20 °C

実験手順

A mixture of 2,4-dichlorobenzoyl chloride (4.5 g) and copper (I) iodide (200 mg) in dry THF (30 ml) was cooled to −20° C. under argon. Then a solution of n-propyl magnesium chloride (2 M in ether, 11.0 ml) was added dropwise. Ten minutes after addition was complete, the cooling bath was removed and the mixture stirred for 1 hour. Water was carefully added, followed by extraction with toluene. The toluene layer was washed with dilute HCl, water, saturated sodium bicarbonate solution, dried and concentrated in vacuo to give 1-(2,4-dichlorophenyl)butan-1-one (4.0 g).

後処理

  1. additionTen minutes after addition
  2. customthe cooling bath was removed
  3. additionWater was carefully added
  4. extractionfollowed by extraction with toluene
  5. washThe toluene layer was washed with dilute HCl, water, saturated sodium bicarbonate solution
  6. customdried
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-06cb637d24334ae382e85a7f4772c423
出典データセット
uspto-grants-2008_09
特許番号
US07425557B2

関連ノート

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