Triethylamine → HCID 22850442、化合物

HRID 1707361ノート

反応式

HRID 1707361 の反応式
[CH:1](=[C:5]1/[C:6](=[O:11])[CH2:7][C:8](=[O:10])[NH:9]/1)\[CH:2]([CH3:4])[CH3:3].[C:12](Cl)(=[O:16])[CH2:13][CH2:14][CH3:15].C(N(CC)CC)C>ClCCl>[C:12]([O:11][C:6]1=[CH:7][C:8](=[O:10])[NH:9]/[C:5]/1=[CH:1]\[CH:2]([CH3:4])[CH3:3])(=[O:16])[CH2:13][CH2:14][CH3:15]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 8855Butyryl chlorideHCID 18655319HCID 18655319、化合物

生成物 1

HCID 22850442HCID 22850442、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-5 °C

実験手順

31.8 g of (Z) -5-isobutylidenepyrrolidine-2,4-dione was suspended in 318 ml of dichloromethane and cooled to -5° C. Then first 23.22 g of butyryl chloride was added and then 27.32 g of triethylamine was added. After the addition the mixture was stirred another 10 minutes at 0° C., then diluted with 100 ml of dichloromethane, and washed twice with 100 ml of 5 percent NaHCO3 solution each and twice with 100 ml of 0.4M hydrochloric acid each. The aqueous phases were extracted separately with dichloromethane and the combined organic phases were dried on magnesium sulfate. After the distilling off of the solvent, the crude product (46 g) was recrystallized from hexane. The yield of the title compound was 38.8 g (84 percent of theory). The title compound had a melting point of 111° to 112° C. Other data concerning the title compound was:

後処理

  1. additionAfter the addition the mixture
  2. washwashed twice with 100 ml of 5 percent NaHCO3 solution each and twice with 100 ml of 0.4M hydrochloric acid each
  3. extractionThe aqueous phases were extracted separately with dichloromethane
  4. customthe combined organic phases were dried on magnesium sulfate
  5. customAfter the distilling off of the solvent, the crude product (46 g) was recrystallized from hexane

出典と根拠

ORDレコード
ord-a143ffcf29b04394b8fb723bc06f319c
出典データセット
uspto-grants-1994_10
特許番号
US05352801

反応ノート

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