Ethyl Acetoacetate → 4-(2-Ethoxycarbonyl-3-oxobutyl)biphenyl

HRID 1599360

反応式

HRID 1599360 の反応式
[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[Na].Cl[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:15][CH:14]=1>C(O)C>[CH2:8]([O:7][C:1]([CH:2]([C:3](=[O:4])[CH3:5])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:15][CH:14]=1)=[O:6])[CH3:9]

参加物

5

反応物 3

HCID 8868Ethyl AcetoacetateHCID 154634-Phenylbenzyl chlorideHCID 5360545Sodium

生成物 1

HCID 133237014-(2-Ethoxycarbonyl-3-oxobutyl)biphenyl収率 95.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

実験手順

In a four-necked flask equipped with a thermometer, dropping funnel and stirrer were placed 179 g (1.375 moles) of ethyl acetoacetate and 500 ml of ethanol, and then 31.5 g (1.375 moles) of sodium was added in portions thereto to form a solution. Then, a solution of 253.5 g (1.25 moles) of 4-chloromethylbiphenyl in 1000 ml of ethanol was added dropwise to the above solution at room temperature over a period of 2 hours. After completion of the addition, the resulting mixture was brought up to 65° C. and stirred at the temperature for 6 hours. After completion of the reaction ethanol was distilled off under reduced pressure, the residue obtained was extracted by addition of 1500 ml of toluene, and the organic layer was separated. The organic layer was washed with 10% hydrochloric acid, water, 5% aqueous sodium bicarbonate solution and water in said order and then concentrated under reduced pressure to obtain 353.5 g of 4-(2-ethoxycarbonyl-3-oxobutyl)biphenyl as a crude product.

後処理

  1. customIn a four-necked flask equipped with a thermometer
  2. customto form a solution
  3. additionAfter completion of the addition
  4. customwas brought up to 65° C.
  5. distillationwas distilled off under reduced pressure
  6. customthe residue obtained
  7. extractionwas extracted by addition of 1500 ml of toluene
  8. customthe organic layer was separated
  9. washThe organic layer was washed with 10% hydrochloric acid, water, 5% aqueous sodium bicarbonate solution and water in said order
  10. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-b21472884f8c45c083b37dd039c8d804
出典データセット
uspto-grants-1998_04
特許番号
US05741438

関連ノート

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