4-Methylmorpholine → 2-(4-Methylpiperazin-1-yl)ethyl 4-nitrophenyl carbonate

HRID 417949

반응식

HRID 417949 반응식
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)=[O:3].[CH3:14][N:15]1[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][OH:23])[CH2:17][CH2:16]1.CN1CCOCC1>C(Cl)Cl>[C:2](=[O:3])([O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:11]([O-:13])=[O:12])=[CH:9][CH:10]=1)[O:23][CH2:22][CH2:21][N:18]1[CH2:19][CH2:20][N:15]([CH3:14])[CH2:16][CH2:17]1

참가 물질

5

반응물 3

HCID 79724-MethylmorpholineHCID 821294-Nitrophenyl chloroformateHCID 2311841-(2-Hydroxyethyl)-4-methylpiperazine

생성물 1

HCID 574450072-(4-Methylpiperazin-1-yl)ethyl 4-nitrophenyl carbonate수율 71%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

4-Nitrophenyl chloroformate (9.85 g, 49 mmol) was dissolved in DCM (200 mL), and cooled to 0° C. 2-(4-methylpiperazin-1-yl)ethanol (7.2 g, 50 mmol) and NMM (6 mL) were added, and the reaction mixture was allowed to warm gradually to room temperature over 16 hours. The reaction mixture was washed with 1M aq Na2CO3 solution until the yellow colour extracted into the aqueous layer had disappeared. The organic phase was dried (MgSO4), filtered and concentrated in vacuo to give 2-(4-methylpiperazin-1-yl)ethyl 4-nitrophenyl carbonate (10.7 g, 71%) as a yellow oil which solidified on standing.

후처리

  1. temperatureto warm gradually to room temperature over 16 hours
  2. washThe reaction mixture was washed with 1M aq Na2CO3 solution until the yellow colour
  3. extractionextracted into the aqueous layer
  4. dry with materialThe organic phase was dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-8ad9bf268d63479fb27969f8cffcb832
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093248B2

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