2-Pyrrolidone → Ethyl 3-bromo-2-oxo-3-phenylpropanoate

HRID 414712ノート

反応式

HRID 414712 の反応式
C1CNC(=O)C1.[Br:7][Br-]Br.[O:10]=[C:11]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]([O:14][CH2:15][CH3:16])=[O:13].N1CCCC1=O>O1CCCC1>[Br:7][CH:17]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:11](=[O:10])[C:12]([O:14][CH2:15][CH3:16])=[O:13]

参加物

4

反応物 2

HCID 120252-PyrrolidoneHCID 12292599Ethyl 2-oxo-3-phenylpropanoate

生成物 1

HCID 11161566Ethyl 3-bromo-2-oxo-3-phenylpropanoate収率 92.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

39.3 g (0.08 mole) of pyrrolidone hydrotribromide (PHT) are introduced portionwise at approximately 10° C. into a solution of 13.9 g (0.072 mole) of ethyl 2-oxo-3-phenylpropanoate (described by E. L. Eliel et al. J. Org. Chem. 37, 505, 1972) in 250 ml of tetrahydrofuran (THF) and 6.1 g (0.072 mole) of 2-pyrrolidone. The temperature of the mixture is allowed to return to 20° C. and the mixture is then heated to 50° C. for 1 h. The mixture is cooled and then poured onto ice. The mixture is extracted with ether and the organic phase washed with water, dried with MgSO4, filtered and evaporated. 18 g of oil are obtained, which is used in the crude state for the next stage of the reaction.

後処理

  1. customto return to 20° C.
  2. temperatureThe mixture is cooled
  3. additionpoured onto ice
  4. extractionThe mixture is extracted with ether
  5. washthe organic phase washed with water
  6. dry with materialdried with MgSO4
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-c2f1b16225c2407ba22aee3bb78ac1b7
出典データセット
uspto-grants-1988_12
特許番号
US04794120

反応ノート

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