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

HRID 1618811ノート

反応式

HRID 1618811 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-8b0799e26f6f48afbf58aa32af44d541
出典データセット
uspto-grants-2014_07
特許番号
US08771644B2

反応ノート

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