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

HRID 414712노트

반응식

HRID 414712 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

HCID 11161566Ethyl 3-bromo-2-oxo-3-phenylpropanoate수율 92.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c2f1b16225c2407ba22aee3bb78ac1b7
출처 데이터셋
uspto-grants-1988_12
특허 번호
US04794120

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