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Propargyl bromide → Tert-butyl 4-(pent-4-yn-1-yl)piperazine-1-carboxylate

HRID 1740387
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인쇄 미리보기

반응식

HRID 1740387 반응식
[H-].[Na+].[C:3]([O:7][C:8]([N:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17]O)[CH2:12][CH2:11]1)=[O:9])([CH3:6])([CH3:5])[CH3:4].[CH2:19](Br)[C:20]#[CH:21]>O1CCCC1>[C:3]([O:7][C:8]([N:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:21][C:20]#[CH:19])[CH2:12][CH2:11]1)=[O:9])([CH3:6])([CH3:5])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7842Propargyl bromideHCID 24758Sodium hydrideHCID 735736Tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate

생성물 1

HCID 21838636Tert-butyl 4-(pent-4-yn-1-yl)piperazine-1-carboxylate수율 108.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a refluxing solution of 1.67 g of sodium hydride in 20 mL of tetrahydrofuran was added dropwise a solution of 9.00 g of 1-tert-butoxycarbonyl-4-(2-hydroxyethyl)piperazine in 15 mL of tetrahydrofuran and then 5.63 g of propargyl bromide was added dropwise to the resultant mixture. After completion of the reaction, the mixture was concentrated, poured into ice-water, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and evaporated to give 10.70 g of the title compound.

후처리

  1. customAfter completion of the reaction
  2. concentrationthe mixture was concentrated
  3. additionpoured into ice-water
  4. extractionthe mixture was extracted with ethyl acetate
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. customevaporated

출처 및 근거

ORD 기록
ord-ad4c5a0c0c834327ad87fcd91896f013
출처 데이터셋
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05969138

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