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Water → t-Butyl 4-[4-(5-nitropyridin-2-yloxy)benzyl]piperazine-1-carboxylate

HRID 1932506
ノート
印刷プレビュー

反応式

HRID 1932506 の反応式
Cl[CH2:2][C:3]1[CH:18]=[CH:17][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][N:9]=2)=[CH:5][CH:4]=1.C(N(CC)CC)C.[N:26]1([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1.O>CN(C=O)C>[N+:14]([C:11]1[CH:12]=[CH:13][C:8]([O:7][C:6]2[CH:17]=[CH:18][C:3]([CH2:2][N:29]3[CH2:28][CH2:27][N:26]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:31][CH2:30]3)=[CH:4][CH:5]=2)=[N:9][CH:10]=1)([O-:16])=[O:15]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 685261432-(4-Chloromethylphenoxy)-5-nitropyridine

生成物 1

HCID 68526806t-Butyl 4-[4-(5-nitropyridin-2-yloxy)benzyl]piperazine-1-carboxylate

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

反応条件

温度
50 °C

実験手順

To a solution of 2-(4-chloromethylphenoxy)-5-nitropyridine (12.32 g, 47 mmol) in DMF (120 mL) were added triethylamine (19.4 mL, 140 mmol) and t-butyl piperazine-1-carboxylate (11.27 g, 61 mmol), and the resulting solution was stirred for 3 hours at 50° C. Water was added to the residue, and extracted with ethyl acetate. The ethyl acetate layer was washed with water and brine. The ethyl acetate layer was dried over anhydrous magnesium sulfate, and evaporated. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1), to thereby yield 11.26 g of the title compound.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with water and brine
  3. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  4. customevaporated
  5. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-c768ced0fb164bd78b416631432fbdaf
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08188277B2

反応ノート

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