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1,2-Dibromoethane → diethyl 1-(2-bromoethyl)-1H-pyrrole-2,4-dicarboxylate

HRID 1842446
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HRID 1842446 반응식
[NH:1]1[CH:5]=[C:4]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:3]=[C:2]1[C:11]([O:13][CH2:14][CH3:15])=[O:12].[Br:16][CH2:17][CH2:18]Br.C([O-])([O-])=O.[K+].[K+]>CC#N>[Br:16][CH2:17][CH2:18][N:1]1[CH:5]=[C:4]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:3]=[C:2]1[C:11]([O:13][CH2:14][CH3:15])=[O:12]
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참가 물질

5

반응물 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 12711558Diethyl 1H-pyrrole-2,4-dicarboxylate

생성물 1

HCID 18967495diethyl 1-(2-bromoethyl)-1H-pyrrole-2,4-dicarboxylate수율 76%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a stirred solution of diethyl 1H-pyrrole-2,4-dicarboxylate (0.7 g, 3.31 mmol), and 1,2-dibromoethane (2.8 mL, 32.5 mmol) in MeCN (30 mL) was added K2CO3 (0.55 g, 39.7 mmol). This reaction mixture was refluxed overnight then filtered. The filtrate was collected and concentrated to give diethyl 1-(2-bromoethyl)-1H-pyrrole-2,4-dicarboxylate (0.8 g, 76%). 1H NMR (CDCl3, 300 MHz) δ7.42 (d, J=1.8 Hz, 1 H), 7.33 (d, J=1.8 Hz, 1 H), 4.60 (t, J=6.0 Hz, 2 H), 4.22 (q, J=7.2 Hz, 4 H), 3.62 (t, J=6.4 Hz, 2 H), 1.28 (m, 6 H).

후처리

  1. temperatureThis reaction mixture was refluxed overnight
  2. filtrationthen filtered
  3. customThe filtrate was collected
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6f5357bd7cf247beb8f5525888003b9d
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946223B2

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