Propargyl bromide → 1-(Prop-2-yn-1-yl)imidazolidin-2-one

HRID 1170426노트

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HRID 1170426 반응식
[CH2:1]1[NH:6][C:4](=[O:5])[NH:3][CH2:2]1.[CH2:7]([Li])[CH2:8][CH2:9]C.CCCCCC.BrCC#C.S(=O)(=O)(O)[O-].[K+]>O1CCCC1>[CH2:9]([N:3]1[CH2:2][CH2:1][NH:6][C:4]1=[O:5])[C:8]#[CH:7]

참가 물질

6

반응물 4

HCID 7842Propargyl bromideHCID 84532-ImidazolidinoneHCID 516920Potassium bisulfateHCID 178418244HCID 178418244, 화합물

생성물 1

HCID 156696571-(Prop-2-yn-1-yl)imidazolidin-2-one수율 24%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a suspension of ethylene urea (592 mg, 6.88 mmol) in tetrahydrofuran (15 mL) was added dropwise butyl lithium/hexane solution (2.7 mL, 13.6 mmol) at 0° C. under nitrogen. Thereto was added 3-bromopropyne (410 mg, 6.88 mmol), and the mixture was stirred at 60° C. for 3 hours. Thereto was added 5% aqueous potassium bisulfate solution, and the mixture was extracted with ethyl acetate, dried over magnesium sulfate, and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel chromatography (ethyl acetate/hexane 1/1) to give the titled compound (202 mg, 24%).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated in vacuo
  5. customthe residue was purified by silica gel chromatography (ethyl acetate/hexane 1/1)

출처 및 근거

ORD 기록
ord-e8b54dab38d047f7b31bfa9daba23259
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07825155B2

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