1-(2-Hydroxyethyl)piperazine → 4-(2-Hydroxyethyl)piperazine-1-carboxamide

HRID 2100425ノート

反応式

HRID 2100425 の反応式
[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.C[Si]([N:14]=[C:15]=[O:16])(C)C>C(O)(C)C>[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:15]([NH2:14])=[O:16])[CH2:6][CH2:5]1

参加物

4

反応物 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 70696Trimethylsilyl isocyanate

生成物 1

HCID 47425144-(2-Hydroxyethyl)piperazine-1-carboxamide収率 88.5%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

To a stirred solution of 1-(2-hydroxy-ethyl)-piperazine (1.95 g, 15 mmol) in isopropanol (30 mL) at rt was added trimethylsilylisocyanate (2.8 mL, 21 mmol) and the resulting solution stirred overnight before the volatiles were removed in vacuo. The residue was partitioned between CH2Cl2 and water. The aqueous phase was concentrated in vacuo to give 4-(2-hydroxy-ethyl)-piperazine-1-carboxylic acid amide (2.3 g, 88%); 1H-NMR (300 MHz, d6-DMSO) 5.92 (2H, s), 4.40 (1H, t), 3.46-3.52 (2H, m), 3.22-3.34 (4H, m), 2.30-2.39 (6H, m); m/z (ES+) 173 [M+H]+.

後処理

  1. customwere removed in vacuo
  2. customThe residue was partitioned between CH2Cl2 and water
  3. concentrationThe aqueous phase was concentrated in vacuo

出典と根拠

ORDレコード
ord-b5821917fd8e45ed9f93ad4cebeb7dd4
出典データセット
uspto-grants-2009_08
特許番号
US07572794B2

反応ノート

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