Triethylamine → 3-[4-(4-Hydroxy-phenyl)-piperazin-1-yl]-butyric acid methyl ester

HRID 12929

反応式

HRID 12929 の反応式
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Br[CH:15]([CH3:21])[CH2:16][C:17]([O:19][CH3:20])=[O:18].C(N(CC)CC)C>CN(C=O)C>[CH3:20][O:19][C:17](=[O:18])[CH2:16][CH:15]([N:4]1[CH2:3][CH2:2][N:1]([C:7]2[CH:8]=[CH:9][C:10]([OH:13])=[CH:11][CH:12]=2)[CH2:6][CH2:5]1)[CH3:21]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 89470Butanoic acid, 3-bromo-, methyl esterHCID 92467p-(1-Piperazinyl)phenol

生成物 1

HCID 684326753-[4-(4-Hydroxy-phenyl)-piperazin-1-yl]-butyric acid methyl ester収率 59.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a mixture of 4-piperazin-1-yl-phenol (2 g, 11.2 mmol) and methyl 3-bromo-butyrate (2.03 g, 11.2 mmol) in DMF (5 mL) was added triethylamine (4.5 mL, 11.53 mmol) dropwise and the reaction mixture was stirred at ambient temperature overnight. The mixture was poured onto water and extracted with ethyl acetate (50 ml×3). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and evaporated under vacuum to dryness. The residue was purified by silica gel flash chromatography (1% methanol in CH2Cl2) to furnish the title compound (1.85 g, 59.3%); MS; m/z 279 (M+H).

後処理

  1. additionThe mixture was poured onto water
  2. extractionextracted with ethyl acetate (50 ml×3)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. customevaporated under vacuum to dryness
  6. customThe residue was purified by silica gel flash chromatography (1% methanol in CH2Cl2)

出典と根拠

ORDレコード
ord-8b0039b8c75446b48104676c801868df
出典データセット
uspto-grants-2010_06
特許番号
US07728032B2

関連ノート

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