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

HRID 1514157

반응식

HRID 1514157 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d881c4344a1544e2addc24a5c274a5da
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08222254B2

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