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

HRID 394843

反応式

HRID 394843 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-2e3192318cb6481abc502dea0f2d66af
出典データセット
uspto-grants-2003_08
特許番号
US06603002B2

関連ノート

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