Water → Benzyl 3-oxopiperazine-1-carboxylate

HRID 272412

反応式

HRID 272412 の反応式
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][C:2]1=[O:7].C([O-])([O-])=O.[K+].[K+].O.Cl[C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17]>C1COCC1>[CH2:19]([O:18][C:16]([N:4]1[CH2:5][CH2:6][NH:1][C:2](=[O:7])[CH2:3]1)=[O:17])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

6

反応物 4

HCID 962Water2 回HCID 10387Benzyl chloroformateHCID 11430Potassium CarbonateHCID 231360Piperazin-2-one

生成物 1

HCID 736777Benzyl 3-oxopiperazine-1-carboxylate収率 146%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a magnetically stirred solution of piperazin-2-one (2.0 g, 20.0 mmol) in THF (10 mL) at room temperature under Ar atmosphere, K2CO3 (8.25 g, 120 mmol), water (10 mL), and benzyl chloroformate (3.14 mL, 22.0 mmol) were added. The reaction mixture was stirred for 18 hours at room temperature. Water (50 mL) was added, and the aqueous phase was extracted with EtOAc (2×100 mL). The combined organic layers were washed with water, dried with MgSO4, and concentrated in vacuo to the give the title compound (6.84 g, 100%). 1H NMR (400 MHz, CDCl3) δ 3.37 (bs, 2H), 3.68 (t, J=4.7 Hz, 2H), 4.13 (s, 2H), 5.14 (s, 2H), 7.34 (m, 5H).

後処理

  1. extractionthe aqueous phase was extracted with EtOAc (2×100 mL)
  2. washThe combined organic layers were washed with water
  3. dry with materialdried with MgSO4
  4. concentrationconcentrated in vacuo to the

出典と根拠

ORDレコード
ord-3d728791d8b94af4abfdea798f2face4
出典データセット
uspto-grants-2008_11
特許番号
US07456173B2

関連ノート

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