Potassium Iodide → Ethyl 3-[4-(3-nitrophenyl)piperazino]propanoate

HRID 1514157

反応式

HRID 1514157 の反応式
Cl.[N+:2]([C:5]1[CH:6]=[C:7]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[CH:8]=[CH:9][CH:10]=1)([O-:4])=[O:3].Br[CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(#N)C>[N+:2]([C:5]1[CH:6]=[C:7]([N:11]2[CH2:16][CH2:15][N:14]([CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:13][CH2:12]2)[CH:8]=[CH:9][CH:10]=1)([O-:4])=[O:3]

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 68320Ethyl 3-bromopropionateHCID 27602151-(3-nitrophenyl)piperazine Hydrochloride

生成物 1

HCID 59536469Ethyl 3-[4-(3-nitrophenyl)piperazino]propanoate収率 91.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 1-(3-nitrophenyl)piperazine hydrochloride (2.6 g, 10.66 mmol), ethyl 3-bromopropionate (2.41 g, 1.7 mL, 13.32 mmol), potassium carbonate (6.1 g, 44.13 mmol) and a catalytic amount of potassium iodide in acetonitrile (30 mL) was heated at reflux for 18 hrs. After cooling to room temperature the solvent was evaporated under reduced pressure and the residue was taken up in dichloromethane. The organic phase was washed with water, dried over MgSO4 and evaporated to dryness to afford 3.00 g (91.5%) ethyl 3-[4-(3-nitrophenyl)piperazino]propanoate D6 as an orange oil which crystallised on standing.

後処理

  1. temperatureat reflux for 18 hrs
  2. customwas evaporated under reduced pressure
  3. washThe organic phase was washed with water
  4. dry with materialdried over MgSO4
  5. customevaporated to dryness

出典と根拠

ORDレコード
ord-d881c4344a1544e2addc24a5c274a5da
出典データセット
uspto-grants-2012_07
特許番号
US08222254B2

関連ノート

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