Triethylamine → Ethyl 1,4-dibenzylpiperazine-2-carboxylate

HRID 394843

반응식

HRID 394843 반응식
Br[CH:2]([CH2:8]Br)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH2:10]([NH:17][CH2:18][CH2:19][NH:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH2:10]([N:17]1[CH2:18][CH2:19][N:20]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:8][CH:2]1[C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 8793BenzathineHCID 97945Ethyl 2,3-dibromopropionate

생성물 1

HCID 2736402Ethyl 1,4-dibenzylpiperazine-2-carboxylate

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

To a stirred solution of ethyl 2,3-dibromopropionate (142.7 g, 0.549 mol) in dry toluene (2000 mL) was added N,N′-dibenzylethylene diamine (132 g, 0.549 mol), followed by triethylamine (110.8 g, 1.098 mol), under N2 at 40° C. (a dense white precipitate formed immediately, thus good stirring was necessary). The mixture was heated at 80° C. overnight, cooled and filtered. The filtrate was then washed with H2O, dried over MgSO4, and concentrated under reduced pressure. The residue oil was taken on to the next step without further purification (GC-MS shows one peak at 6.79) or purified by column chromatography (EtOAc/hexane 1:4). Weight of crude product: 169.6 g (91%).

후처리

  1. customformed immediately
  2. temperaturecooled
  3. filtrationfiltered
  4. washThe filtrate was then washed with H2O
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated under reduced pressure
  7. customThe residue oil was taken on to the next step without further purification (GC-MS shows one peak at 6.79)
  8. custompurified by column chromatography (EtOAc/hexane 1:4)

출처 및 근거

ORD 기록
ord-2e3192318cb6481abc502dea0f2d66af
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06603002B2

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