Sodium Azide → Tert-butyl 4-(3-azidopropyl)piperazine-1-carboxylate

HRID 1618811노트

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HRID 1618811 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16]Cl)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[N-:18]=[N+:19]=[N-:20].[Na+]>CS(C)=O>[C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][N:18]=[N+:19]=[N-:20])[CH2:10][CH2:9]1)([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7]

참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 53412057tert-Butyl 4-(3-chloropropyl)piperazine-1-carboxylate

생성물 1

HCID 86625340Tert-butyl 4-(3-azidopropyl)piperazine-1-carboxylate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
90 °C

실험 절차

Tert-Butyl-4-(3-Chloropropyl)-1-piperazine carboxylate and sodium-azide were dissolved (suspended) in 8 ml DMSO dry and heated to 90° C. for 15 h. The reaction mixture was allowed to cool to room temperature and pored into 50 ml of water. The product was extracted with DCM and the combined organic phases dried over MgSO4. The product was purified by flash column chromatography (n-heptane/ethylacetate 1:1, RF=0.34). Yield: 3.5 g.

후처리

  1. customdry
  2. temperatureto cool to room temperature
  3. extractionThe product was extracted with DCM
  4. dry with materialthe combined organic phases dried over MgSO4
  5. customThe product was purified by flash column chromatography (n-heptane/ethylacetate 1:1, RF=0.34)

출처 및 근거

ORD 기록
ord-8b0799e26f6f48afbf58aa32af44d541
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08771644B2

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